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[ CAS No. 24584-09-6 ] {[proInfo.proName]}

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Chemical Structure| 24584-09-6
Chemical Structure| 24584-09-6
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Product Details of [ 24584-09-6 ]

CAS No. :24584-09-6 MDL No. :MFCD00866449
Formula : C11H16N4O4 Boiling Point : -
Linear Structure Formula :- InChI Key :BMKDZUISNHGIBY-ZETCQYMHSA-N
M.W : 268.27 Pubchem ID :71384
Synonyms :
ICRF-187;ADR-529;Zinecard. Foreign brand names: Cardioxane Savene.;US brand names: Totect;Cardioxane;Cardioxan;Zinecard;Totect?;NSC-169780
Chemical Name :4,4'-[(1S)-1-Methyl-1,2-ethanediyl]bis-2,6-piperazinedione

Calculated chemistry of [ 24584-09-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 19
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.64
Num. rotatable bonds : 3
Num. H-bond acceptors : 6.0
Num. H-bond donors : 2.0
Molar Refractivity : 78.62
TPSA : 98.82 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -8.93 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.94
Log Po/w (XLOGP3) : -1.4
Log Po/w (WLOGP) : -4.23
Log Po/w (MLOGP) : -1.15
Log Po/w (SILICOS-IT) : -0.68
Consensus Log Po/w : -1.31

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -0.42
Solubility : 101.0 mg/ml ; 0.377 mol/l
Class : Very soluble
Log S (Ali) : -0.17
Solubility : 180.0 mg/ml ; 0.67 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -1.27
Solubility : 14.3 mg/ml ; 0.0535 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.31

Safety of [ 24584-09-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 24584-09-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 24584-09-6 ]

[ 24584-09-6 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 24584-09-6 ]
  • ADR-925 [ No CAS ]
  • {Carbamoylmethyl-[(S)-2-(3,5-dioxo-piperazin-1-yl)-propyl]-amino}-acetic acid [ No CAS ]
  • {Carbamoylmethyl-[(S)-2-(3,5-dioxo-piperazin-1-yl)-1-methyl-ethyl]-amino}-acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
The above are prepared by hydrolyzing 5 mg/ml <strong>[24584-09-6]dexrazoxane</strong> with NaOH (40 mul/ml of 1 M NaOH) at 25° C. for 40 min and quenching the reaction with HCl (45 mul/ml of 1 M HCl) to pH 3 as described previously. Under these conditions a mixture of <strong>[24584-09-6]dexrazoxane</strong>, B, C, and ADR-925 is produced. <strong>[24584-09-6]Dexrazoxane</strong> is efficiently removed from the reaction mixture by loading 500 mul of the mixture on a Sep-Pak Plus C18 cartridge (Waters, Mississauga, ON, Canada) and eluting with 2percent (v/v) methanol at a flow rate of 1 ml/min. Although <strong>[24584-09-6]dexrazoxane</strong> is highly retained on the cartridge, B, C, and ADR-925 eluted together and are collected at elution volumes between 1.5 and 2.5 ml. HPLC analysis confirmed that <strong>[24584-09-6]dexrazoxane</strong> is not detectable in this fraction. This 1-ml fraction, pH 6, is loaded on three Sep-Pak Accell Plus QMA (Waters) ion exchange cartridges connected in series and eluted with 2percent (v/v) methanol at a flow rate of 5 ml/min. Fractions containing B are collected at elution volumes between 3 and 4.5 ml, and those containing C between 5 and 9 ml. The B fraction contains less than 0.1 mol percent and 0.01 mol percent of C and ADR-925, respectively. The C fraction contains less than 0.1 mol percent B and 0.05 mol percent of ADR-925, respectively. These fractions are brought to pH 2 with 5 M HCl and evaporated to dryness under a stream of nitrogen, stored at 80° C., and reconstituted in water just before use. Neither of these fractions contain detectable amounts of <strong>[24584-09-6]dexrazoxane</strong> (<0.001 mol percent). Typical yields of B and C are 10 and 6 mug, respectively.
YieldReaction ConditionsOperation in experiment
Dilute the hot phenolic solution with 10 L of ethanol. Externally cool using brine to about 20° C. with stirring over 2-4 hour period and for a further 12 hours cool to about 15° C. using water. Filter the precipitated crude product and wash four times with 2 L of ethanol. Then slurry with 2 L of ethanol and finally wash with another 2 L of ethanol. Check for the absence of phenol by TLC. Dry for 18-24 hours at 40° C. under vacuum. The yield is about 900 g crude (S)(+)-1,2-bis(3,5-dioxopiperazinyl)propane. (54-61percent). The product was purified as follows: In a 20-L glass vessel, charge 9.0 L of pyrogen-free water or 4.5 L of pyrogen-free water and 4.5 L of ethanol and heat to 85°-95° C. Add about 900 g of crude product and stir rapidly until dissolution is complete (maximum time about 5 minutes). Filter the hot solution through layers of dicalite and decolorizing charcoal and collect the filtrate in a 20-L glass vessel. Cool rapidly to 5° to 10° C. using brine and keep at this temperature for about 1 hour. Filter the crystalline product and wash in succession with approximately 0.8 L of pre-cooled (5° to 10° C.) pyrogen-free water then approximately 1.2 L of pre-cooled (5° to 10° C.) diethyl ether. Dry the product for at least 12 hours at 40° C. under vacuum. Withdraw a sample and place in an air-tight amber glass container. The yield is about 800 g (76-85percent purified). While the invention has been illustrated with respect to the preparation of (S)(+)-1,2-bis(3,5-dioxopiperazinyl)propane, it will be apparent that other compounds within the scope of formula (I) and, more particularly, (R)(-)-1,2-bis(3,5-dioxopiperazinyl)propane can be prepared by analogous processes.
  • 3
  • [ 7647-01-0 ]
  • [ 24584-09-6 ]
  • dexrazoxane hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
In N,N-dimethyl-formamide; acetonitrile;Product distribution / selectivity; Cooling MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 2A). These solvents were chosen such that the <strong>[24584-09-6]dexrazoxane</strong> freebase is soluble in the solvents but the salts formed from the reaction of the freebase and acids when the respective acids are added to the crystallization solvents are not soluble. Equimolar amount of the desired acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent to form a solution. The salt precipitated in the solution. The precipitates, which were typically not crystalline or were partially crystalline are collected through filtration on a filter and dried by vacuum. Methanol was then added to the dried powder and heated to 65°C to dissolve the entire salt. The solution then cooled in a controlled manner to 5°C overnight in RS-IO Chemblock Reaction Station (Barnstead International, Dubuque, IA). The crystals are then harvested on a filter and dried at < 40°C. <n="46"/>Anti-Solvent MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 1). Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution but the total solution volume is such that the salt formed in-situ remains dissolved in the solution or is soluble in the solution. While the solution was being gently stirred, an anti-solvent (Table 2A) was slowly added until the salt begins to precipitate from the solution. Additional anti-solvent is added until sufficient salt is formed. The crystals was then harvested on a filter and dried at <4O0C.Solvent Evaporation method ICRF- 187 freebase is dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. With gently stirring, minimum amount of water was added until the salt is completely dissolved. Nitrogen was introduced into the solution and the solvents were slowly evaporated until salt precipitation appeared. Additional anti-solvent is added until sufficient salt is formed. The crystals are then harvested on a filter and dried at < 40°C.Direct precipitation methodICRF- 187 freebase was dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. The crystals are then harvested on a filter and dried at < or = 40°C.X-ray powder diffraction analysesThe XRPD analyses were performed using a Shimadzu XRD-6000 X-ray powder diffractometer using Cu Ka radiation. The instrument was equipped with a long fine focus X-ray tube. The tube voltage and amperage were set to 40 kV and 40 <n="47"/>mA, respectively. The divergence and scattering slits were set at 1° and the receiving slit was set at 0.15 mm. Diffracted radiation was detected by a NaI scintillation detector. A Psi-2Psi continuous scan at 37min (0.4 sec/0.02o step) from 2.5 to 40° 2Psi was used. A silicon standard was analyzed to check the instrument alignment. Data were collected and analyzed using XRD-6000 v. 4.1. The peak lists were generated with the Shimadzu software using default peak picking parameters on smoothed, background-subtracted, Ka1 -corrected traces.
  • 4
  • [ 110-16-7 ]
  • [ 24584-09-6 ]
  • dexrazoxane maleate salt [ No CAS ]
YieldReaction ConditionsOperation in experiment
In 1,4-dioxane; methanol;Product distribution / selectivity; Cooling MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 2A). These solvents were chosen such that the <strong>[24584-09-6]dexrazoxane</strong> freebase is soluble in the solvents but the salts formed from the reaction of the freebase and acids when the respective acids are added to the crystallization solvents are not soluble. Equimolar amount of the desired acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent to form a solution. The salt precipitated in the solution. The precipitates, which were typically not crystalline or were partially crystalline are collected through filtration on a filter and dried by vacuum. Methanol was then added to the dried powder and heated to 65°C to dissolve the entire salt. The solution then cooled in a controlled manner to 5°C overnight in RS-IO Chemblock Reaction Station (Barnstead International, Dubuque, IA). The crystals are then harvested on a filter and dried at < 40°C. <n="46"/>Anti-Solvent MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 1). Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution but the total solution volume is such that the salt formed in-situ remains dissolved in the solution or is soluble in the solution. While the solution was being gently stirred, an anti-solvent (Table 2A) was slowly added until the salt begins to precipitate from the solution. Additional anti-solvent is added until sufficient salt is formed. The crystals was then harvested on a filter and dried at <4O0C.Solvent Evaporation method ICRF- 187 freebase is dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. With gently stirring, minimum amount of water was added until the salt is completely dissolved. Nitrogen was introduced into the solution and the solvents were slowly evaporated until salt precipitation appeared. Additional anti-solvent is added until sufficient salt is formed. The crystals are then harvested on a filter and dried at < 40°C.Direct precipitation methodICRF- 187 freebase was dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. The crystals are then harvested on a filter and dried at < or = 40°C.X-ray powder diffraction analysesThe XRPD analyses were performed using a Shimadzu XRD-6000 X-ray powder diffractometer using Cu Ka radiation. The instrument was equipped with a long fine focus X-ray tube. The tube voltage and amperage were set to 40 kV and 40 <n="47"/>mA, respectively. The divergence and scattering slits were set at 1° and the receiving slit was set at 0.15 mm. Diffracted radiation was detected by a NaI scintillation detector. A Psi-2Psi continuous scan at 37min (0.4 sec/0.02o step) from 2.5 to 40° 2Psi was used. A silicon standard was analyzed to check the instrument alignment. Data were collected and analyzed using XRD-6000 v. 4.1. The peak lists were generated with the Shimadzu software using default peak picking parameters on smoothed, background-subtracted, Ka1 -corrected traces.
  • 5
  • [ 75-75-2 ]
  • [ 24584-09-6 ]
  • dexrazoxane mesylate salt [ No CAS ]
YieldReaction ConditionsOperation in experiment
for 0.0333333h;Product distribution / selectivity; <strong>[24584-09-6]Dexrazoxane</strong> (ICRF- 187) freebase was dissolved at a concentration of 30 mg/mL in 0.15M methanesulfonic acid or 0.1M sulfuric acid to form mesylate or sulfate salts in situ. <strong>[24584-09-6]Dexrazoxane</strong> dissolved in both acids in about 2 minutes. The mesylate and sulfate salts were then diluted with Plasma-Lyte A, Sodium Lactate orRingers lactate infusion fluids to concentrations of 10 mg/mL and 4 mg/mL.Lyophilized Cardioxane was reconstituted directly with Plasma-Lyte A, Na Lactate or Ringers lactate to concentrations of 10 mg/mL and 4 mg/mL. Upon complete dissolution or reconstitution, the pH of each solution was measured and recorded. The solutions were stored at 25°C or 50C. Stability samples were collected at 0, 2, 4, 6, 8, and 24 hours. Each sample was diluted with HPLC mobile phase to a concentration of about 1.0 mg/mL for HPLC analysis.
In 1,4-dioxane; N,N-dimethyl-formamide;Product distribution / selectivity; Cooling MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 2A). These solvents were chosen such that the <strong>[24584-09-6]dexrazoxane</strong> freebase is soluble in the solvents but the salts formed from the reaction of the freebase and acids when the respective acids are added to the crystallization solvents are not soluble. Equimolar amount of the desired acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent to form a solution. The salt precipitated in the solution. The precipitates, which were typically not crystalline or were partially crystalline are collected through filtration on a filter and dried by vacuum. Methanol was then added to the dried powder and heated to 65°C to dissolve the entire salt. The solution then cooled in a controlled manner to 5°C overnight in RS-IO Chemblock Reaction Station (Barnstead International, Dubuque, IA). The crystals are then harvested on a filter and dried at < 40°C. <n="46"/>Anti-Solvent MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 1). Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution but the total solution volume is such that the salt formed in-situ remains dissolved in the solution or is soluble in the solution. While the solution was being gently stirred, an anti-solvent (Table 2A) was slowly added until the salt begins to precipitate from the solution. Additional anti-solvent is added until sufficient salt is formed. The crystals was then harvested on a filter and dried at <4O0C.Solvent Evaporation method ICRF- 187 freebase is dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. With gently stirring, minimum amount of water was added until the salt is completely dissolved. Nitrogen was introduced into the solution and the solvents were slowly evaporated until salt precipitation appeared. Additional anti-solvent is added until sufficient salt is formed. The crystals are then harvested on a filter and dried at < 40°C.Direct precipitation methodICRF- 187 freebase was dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. The crystals are then harvested on a filter and dried at < or = 40°C.X-ray powder diffraction analysesThe XRPD analyses were performed using a Shimadzu XRD-6000 X-ray powder diffractometer using Cu Ka radiation. The instrument was equipped with a long fine focus X-ray tube. The tube voltage and amperage were set to 40 kV and 40 <n="47"/>mA, respectively. The divergence and scattering slits were set at 1° and the receiving slit was set at 0.15 mm. Diffracted radiation was detected by a NaI scintillation detector. A Psi-2Psi continuous scan at 37min (0.4 sec/0.02o step) from 2.5 to 40° 2Psi was used. A silicon standard was analyzed to check the instrument alignment. Data were collected and analyzed using XRD-6000 v. 4.1. The peak lists were generated with the Shimadzu software using default peak picking parameters on smoothed, background-subtracted, Ka1 -corrected traces.
In N,N-dimethyl-formamide; acetonitrile;Product distribution / selectivity; Cooling MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 2A). These solvents were chosen such that the <strong>[24584-09-6]dexrazoxane</strong> freebase is soluble in the solvents but the salts formed from the reaction of the freebase and acids when the respective acids are added to the crystallization solvents are not soluble. Equimolar amount of the desired acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent to form a solution. The salt precipitated in the solution. The precipitates, which were typically not crystalline or were partially crystalline are collected through filtration on a filter and dried by vacuum. Methanol was then added to the dried powder and heated to 65°C to dissolve the entire salt. The solution then cooled in a controlled manner to 5°C overnight in RS-IO Chemblock Reaction Station (Barnstead International, Dubuque, IA). The crystals are then harvested on a filter and dried at < 40°C. <n="46"/>Anti-Solvent MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 1). Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution but the total solution volume is such that the salt formed in-situ remains dissolved in the solution or is soluble in the solution. While the solution was being gently stirred, an anti-solvent (Table 2A) was slowly added until the salt begins to precipitate from the solution. Additional anti-solvent is added until sufficient salt is formed. The crystals was then harvested on a filter and dried at <4O0C.Solvent Evaporation method ICRF- 187 freebase is dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. With gently stirring, minimum amount of water was added until the salt is completely dissolved. Nitrogen was introduced into the solution and the solvents were slowly evaporated until salt precipitation appeared. Additional anti-solvent is added until sufficient salt is formed. The crystals are then harvested on a filter and dried at < 40°C.Direct precipitation methodICRF- 187 freebase was dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. The crystals are then harvested on a filter and dried at < or = 40°C.X-ray powder diffraction analysesThe XRPD analyses were performed using a Shimadzu XRD-6000 X-ray powder diffractometer using Cu Ka radiation. The instrument was equipped with a long fine focus X-ray tube. The tube voltage and amperage were set to 40 kV and 40 <n="47"/>mA, respectively. The divergence and scattering slits were set at 1° and the receiving slit was set at 0.15 mm. Diffracted radiation was detected by a NaI scintillation detector. A Psi-2Psi continuous scan at 37min (0.4 sec/0.02o step) from 2.5 to 40° 2Psi was used. A silicon standard was analyzed to check the instrument alignment. Data were collected and analyzed using XRD-6000 v. 4.1. The peak lists were generated with the Shimadzu software using default peak picking parameters on smoothed, background-subtracted, Ka1 -corrected traces.
In 1,4-dioxane; water;Product distribution / selectivity; Cooling MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 2A). These solvents were chosen such that the <strong>[24584-09-6]dexrazoxane</strong> freebase is soluble in the solvents but the salts formed from the reaction of the freebase and acids when the respective acids are added to the crystallization solvents are not soluble. Equimolar amount of the desired acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent to form a solution. The salt precipitated in the solution. The precipitates, which were typically not crystalline or were partially crystalline are collected through filtration on a filter and dried by vacuum. Methanol was then added to the dried powder and heated to 65°C to dissolve the entire salt. The solution then cooled in a controlled manner to 5°C overnight in RS-IO Chemblock Reaction Station (Barnstead International, Dubuque, IA). The crystals are then harvested on a filter and dried at < 40°C. <n="46"/>Anti-Solvent MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 1). Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution but the total solution volume is such that the salt formed in-situ remains dissolved in the solution or is soluble in the solution. While the solution was being gently stirred, an anti-solvent (Table 2A) was slowly added until the salt begins to precipitate from the solution. Additional anti-solvent is added until sufficient salt is formed. The crystals was then harvested on a filter and dried at <4O0C.Solvent Evaporation method ICRF- 187 freebase is dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. With gently stirring, minimum amount of water was added until the salt is completely dissolved. Nitrogen was introduced into the solution and the solvents were slowly evaporated until salt precipitation appeared. Additional anti-solvent is added until sufficient salt is formed. The crystals are then harvested on a filter and dried at < 40°C.Direct precipitation methodICRF- 187 freebase was dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. The crystals are then harvested on a filter and dried at < or = 40°C.X-ray powder diffraction analysesThe XRPD analyses were performed using a Shimadzu XRD-6000 X-ray powder diffractometer using Cu Ka radiation. The instrument was equipped with a long fine focus X-ray tube. The tube voltage and amperage were set to 40 kV and 40 <n="47"/>mA, respectively. The divergence and scattering slits were set at 1° and the receiving slit was set at 0.15 mm. Diffracted radiation was detected by a NaI scintillation detector. A Psi-2Psi continuous scan at 37min (0.4 sec/0.02o step) from 2.5 to 40° 2Psi was used. A silicon standard was analyzed to check the instrument alignment. Data were collected and analyzed using XRD-6000 v. 4.1. The peak lists were generated with the Shimadzu software using default peak picking parameters on smoothed, background-subtracted, Ka1 -corrected traces.
In 1,4-dioxane; methanol;Product distribution / selectivity; Cooling MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 2A). These solvents were chosen such that the <strong>[24584-09-6]dexrazoxane</strong> freebase is soluble in the solvents but the salts formed from the reaction of the freebase and acids when the respective acids are added to the crystallization solvents are not soluble. Equimolar amount of the desired acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent to form a solution. The salt precipitated in the solution. The precipitates, which were typically not crystalline or were partially crystalline are collected through filtration on a filter and dried by vacuum. Methanol was then added to the dried powder and heated to 65°C to dissolve the entire salt. The solution then cooled in a controlled manner to 5°C overnight in RS-IO Chemblock Reaction Station (Barnstead International, Dubuque, IA). The crystals are then harvested on a filter and dried at < 40°C. <n="46"/>Anti-Solvent MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 1). Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution but the total solution volume is such that the salt formed in-situ remains dissolved in the solution or is soluble in the solution. While the solution was being gently stirred, an anti-solvent (Table 2A) was slowly added until the salt begins to precipitate from the solution. Additional anti-solvent is added until sufficient salt is formed. The crystals was then harvested on a filter and dried at <4O0C.Solvent Evaporation method ICRF- 187 freebase is dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. With gently stirring, minimum amount of water was added until the salt is completely dissolved. Nitrogen was introduced into the solution and the solvents were slowly evaporated until salt precipitation appeared. Additional anti-solvent is added until sufficient salt is formed. The crystals are then harvested on a filter and dried at < 40°C.Direct precipitation methodICRF- 187 freebase was dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. The crystals are then harvested on a filter and dried at < or = 40°C.X-ray powder diffraction analysesThe XRPD analyses were performed using a Shimadzu XRD-6000 X-ray powder diffractometer using Cu Ka radiation. The instrument was equipped with a long fine focus X-ray tube. The tube voltage and amperage were set to 40 kV and 40 <n="47"/>mA, respectively. The divergence and scattering slits were set at 1° and the receiving slit was set at 0.15 mm. Diffracted radiation was detected by a NaI scintillation detector. A Psi-2Psi continuous scan at 37min (0.4 sec/0.02o step) from 2.5 to 40° 2Psi was used. A silicon standard was analyzed to check the instrument alignment. Data were collected and analyzed using XRD-6000 v. 4.1. The peak lists were generated with the Shimadzu software using default peak picking parameters on smoothed, background-subtracted, Ka1 -corrected traces.
In 1,4-dioxane;Product distribution / selectivity; Cooling MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 2A). These solvents were chosen such that the <strong>[24584-09-6]dexrazoxane</strong> freebase is soluble in the solvents but the salts formed from the reaction of the freebase and acids when the respective acids are added to the crystallization solvents are not soluble. Equimolar amount of the desired acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent to form a solution. The salt precipitated in the solution. The precipitates, which were typically not crystalline or were partially crystalline are collected through filtration on a filter and dried by vacuum. Methanol was then added to the dried powder and heated to 65°C to dissolve the entire salt. The solution then cooled in a controlled manner to 5°C overnight in RS-IO Chemblock Reaction Station (Barnstead International, Dubuque, IA). The crystals are then harvested on a filter and dried at < 40°C. <n="46"/>Anti-Solvent MethodICRF- 187 freebase was dissolved in the desired crystallization solvent or mixture of solvents (Table 1). Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution but the total solution volume is such that the salt formed in-situ remains dissolved in the solution or is soluble in the solution. While the solution was being gently stirred, an anti-solvent (Table 2A) was slowly added until the salt begins to precipitate from the solution. Additional anti-solvent is added until sufficient salt is formed. The crystals was then harvested on a filter and dried at <4O0C.Solvent Evaporation method ICRF- 187 freebase is dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. With gently stirring, minimum amount of water was added until the salt is completely dissolved. Nitrogen was introduced into the solution and the solvents were slowly evaporated until salt precipitation appeared. Additional anti-solvent is added until sufficient salt is formed. The crystals are then harvested on a filter and dried at < 40°C.Direct precipitation methodICRF- 187 freebase was dissolved in dioxane. Equimolar amount of the acid - i.e. sulfuric, maleic, methanesulfonic or hydrochloric acid - was added to the solvent or mixtures of solvents to form a solution. The salt precipitated in the solution. The crystals are then harvested on a filter and dried at < or = 40°C.X-ray powder diffraction analysesThe XRPD analyses were performed using a Shimadzu XRD-6000 X-ray powder diffractometer using Cu Ka radiation. The instrument was equipped with a long fine focus X-ray tube. The tube voltage and amperage were set to 40 kV and 40 <n="47"/>mA, respectively. The divergence and scattering slits were set at 1° and the receiving slit was set at 0.15 mm. Diffracted radiation was detected by a NaI scintillation detector. A Psi-2Psi continuous scan at 37min (0.4 sec/0.02o step) from 2.5 to 40° 2Psi was used. A silicon standard was analyzed to check the instrument alignment. Data were collected and analyzed using XRD-6000 v. 4.1. The peak lists were generated with the Shimadzu software using default peak picking parameters on smoothed, background-subtracted, Ka1 -corrected traces.

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Chemical Structure| 1263283-43-7

A347711[ 1263283-43-7 ]

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Reason: Free-salt

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