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[ CAS No. 619-41-0 ] {[proInfo.proName]}

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Chemical Structure| 619-41-0
Chemical Structure| 619-41-0
Structure of 619-41-0 * Storage: {[proInfo.prStorage]}

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Product Details of [ 619-41-0 ]

CAS No. :619-41-0 MDL No. :MFCD00000203
Formula : C9H9BrO Boiling Point : -
Linear Structure Formula :- InChI Key :KRVGXFREOJHJAX-UHFFFAOYSA-N
M.W : 213.07 Pubchem ID :69272
Synonyms :

Calculated chemistry of [ 619-41-0 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.22
Num. rotatable bonds : 2
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 49.47
TPSA : 17.07 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.79 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.01
Log Po/w (XLOGP3) : 2.55
Log Po/w (WLOGP) : 2.57
Log Po/w (MLOGP) : 2.55
Log Po/w (SILICOS-IT) : 3.17
Consensus Log Po/w : 2.57

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.04
Solubility : 0.195 mg/ml ; 0.000914 mol/l
Class : Soluble
Log S (Ali) : -2.56
Solubility : 0.593 mg/ml ; 0.00278 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.0
Solubility : 0.0215 mg/ml ; 0.000101 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.5

Safety of [ 619-41-0 ]

Signal Word:Danger Class:8,6.1
Precautionary Statements:P261-P264-P280-P301+P310+P330-P305+P351+P338+P310-P403+P233 UN#:2923
Hazard Statements:H301+H311+H331-H315-H318 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 619-41-0 ]

* 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 [ 619-41-0 ]

[ 619-41-0 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 5319-77-7 ]
  • [ 619-41-0 ]
  • 2-(2-imino-5-methylsulfanyl-[1,3,4]thiadiazol-3-yl)-1-<i>p</i>-tolyl-ethanone [ No CAS ]
  • 2
  • [ 10167-97-2 ]
  • [ 619-41-0 ]
  • [ 142073-96-9 ]
  • 3
  • [ 619-41-0 ]
  • [ 90008-50-7 ]
  • [ 184015-01-8 ]
  • 4
  • [ 51304-61-1 ]
  • [ 619-41-0 ]
  • 2-[4-(4-Chloro-phenyl)-3,6-dihydro-2H-pyridin-1-yl]-1-p-tolyl-ethanone [ No CAS ]
  • 5
  • [ 14292-44-5 ]
  • [ 619-41-0 ]
  • 1-(4-methylphenyl)-2-(5,6,7,8-tetrahydro-2-imino-4H-cycloheptathiazolyl)ethanone hydrobromide [ No CAS ]
  • 6
  • [ 619-41-0 ]
  • [ 4079-54-3 ]
YieldReaction ConditionsOperation in experiment
53% With anhydrous sodium formate; In methanol; for 12h;Reflux; A mixture of 10d (3.0 mmol) and sodium formate (8.0equiv.) in 9 mL MeOH was heated to reflux for 12 h. After the reaction was completed, the mixturewas cool to room temperature, and ethanol was removed in vacuum, diluted with water (10 mL),aqueous layer was extracted with ethyl acetate (3 × 20 mL), and the combined organic phases weredried over Na2SO4, filtered and concentrated. After evaporation, the crude residue was purified bysilica gel column chromatography (200-300 mesh) using petroleum ether and ethyl acetate (15:1, v/v)as eluent to give target compound 15d: Light yellow solid, yield 53%.
  • 7
  • [ 36193-65-4 ]
  • [ 619-41-0 ]
  • [ 1178572-07-0 ]
  • 8
  • [ 60827-45-4 ]
  • [ 619-41-0 ]
  • [ 1207291-14-2 ]
  • [ 1207291-13-1 ]
YieldReaction ConditionsOperation in experiment
With toluene-4-sulfonic acid; In toluene; at 130℃;Product distribution / selectivity; Example 23; Synthesis of (4S)-trans-,cis-2-(4-chlorophenyl)-2-bromomethyl-4-chloromethyl-1,3-dioxolane suppressing halogen exchange between substrates A mixture of 2-bromo-4'-chloroacetophenone (4.94 g, 2-chloro-4'-chloroacetophenone content=0.09%), p-toluenesulfonic acid monohydrate (0.20 g, 0.05 equivalent) and toluene (100 mL) was refluxed at 130C using an azeotropic distillation device with a Dean-Stark tube, and (S)-monochlorohydrin (2.59 g, 1.1 equivalents, >99%ee) was added dropwise under reflux such that the amount of the (S)-monochlorohydrin present in the reaction solution would be not more than 0.1 equivalent (not more than 2.1 mmol) relative to the amount of 2-bromo-4'-chloroacetophenone to be used (21.2 mmol), while analyzing the progress of the reaction by GC. After confirmation of the completion of the azeotropic distillation, the reaction mixture was cooled and washed with 10% aqueous sodium hydrogen carbonate solution and 10% brine. The solvent was evaporated under reduced pressure to give (4S)-trans-,cis-2-(4-chlorophenyl)-2-bromomethyl-4-chloromethyl-1,3-dioxolane (6.56 g, >99%ee). Here, the content percentage of (4S)-trans-,cis-2-(4-chlorophenyl)-2-chloromethyl-4-chloromethyl-1,3-dioxolane halogen-exchanged with a chlorine atom was 0.09%. Examples 30 to 41 Synthesis of (4S)-trans-cis-2-aryl-2-bromomethyl-4-chloromethyl-1,3-dioxolane suppressing halogen exchange In Examples 30 to 41, reactions were performed according to Example 23 and using aryl(bromomethyl)ketones (halogen-exchanged compound content<0.1%) shown in Table 7 and Table 8. The results are shown in Table 9 and Table 10 together with Example 23.
  • 9
  • [ 619-41-0 ]
  • [ 2293-07-4 ]
  • [ 406469-94-1 ]
  • 10
  • [ 3528-17-4 ]
  • [ 100-52-7 ]
  • [ 17356-08-0 ]
  • [ 619-41-0 ]
  • 7-phenyl-9-(p-tolyl)-6,7-dihydrothiazolo[3,2-a]thiochromeno[4,3-d]pyrimidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
92% General procedure: A mixture of thiochroman-4-one 1 (1 mmol), benzaldehyde 2(1 mmol), thiourea 3 (1 mmol) was stirred in presence of ionic liquid,[Bmim]HSO4 (1 mL) at 80 C for 20 min followed by the additionof 3-bromo-1-phenylpropan-1-one 4 (1 mmol) and theresulting mixture was further stirred at 80 C for 40-70 min. Theprogress of reaction was monitored by TLC. After completion ofthe reaction, the mixture was diluted with 20 mL of water,2 20 mL of EtOAc was added and shaken vigorously. The organiclayer was separated from the solution. The aqueous layer wasevaporated, the ionic liquid was dried at 60-70 C under vacuumand then reused. The results have shown that the [Bmim]HSO4ionic liquid could be reused at least for four times. The productwas purified by column chromatography on neutral alumina(100-200 mesh), eluted with a solvent system of ethyl acetate-hexane to afford the title compounds 5a-n.
  • 11
  • [ 30748-47-1 ]
  • [ 619-41-0 ]
  • 1-(3-methyl-6-(p-tolyl)imidazo[2,1-b]thiazol-2-yl)ethanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
91% With polyethylene glycol (PEG-400); In water; for 0.116667h;Microwave irradiation; Green chemistry; To stirred solution of polyethylene glycol (PEG-400) (2 mL) in water (2 mL) were added 1-(2-amino-4-methylthiazol-5-yl)ethanone (2 mmol)/ethyl 2-amino-4-methylthiazole-5-carboxylate (2 mmol) and α-bromo aralkyl ketones (phenacyl bromides) (2 mmol), and the mixture was heated at 90 C or subject to microwave irradiation at 300 W, until reaction completion as indicated by TLC. After reaction completion, the reaction mixture was cooled at room temperature, and the solid product formed was collected by filtration, washed with water, and recrystallized from ethanol to give pure product. The recovered PEG with water was reused for five further cycles.
  • 12
  • [ 7210-76-6 ]
  • [ 619-41-0 ]
  • [ 940616-19-3 ]
YieldReaction ConditionsOperation in experiment
88% With polyethylene glycol (PEG-400); In water; for 0.133333h;Microwave irradiation; Green chemistry; To stirred solution of polyethylene glycol (PEG-400) (2 mL) in water (2 mL) were added 1-(2-amino-4-methylthiazol-5-yl)ethanone (2 mmol)/ethyl 2-amino-4-methylthiazole-5-carboxylate (2 mmol) and α-bromo aralkyl ketones (phenacyl bromides) (2 mmol), and the mixture was heated at 90 C or subject to microwave irradiation at 300 W, until reaction completion as indicated by TLC. After reaction completion, the reaction mixture was cooled at room temperature, and the solid product formed was collected by filtration, washed with water, and recrystallized from ethanol to give pure product. The recovered PEG with water was reused for five further cycles.
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Technical Information

? Alkyl Halide Occurrence ? Baeyer-Villiger Oxidation ? Barbier Coupling Reaction ? Baylis-Hillman Reaction ? Benzylic Oxidation ? Birch Reduction ? Blanc Chloromethylation ? Bucherer-Bergs Reaction ? Clemmensen Reduction ? Corey-Bakshi-Shibata (CBS) Reduction ? Corey-Chaykovsky Reaction ? Fischer Indole Synthesis ? Friedel-Crafts Reaction ? General Reactivity ? Grignard Reaction ? Henry Nitroaldol Reaction ? Hiyama Cross-Coupling Reaction ? Horner-Wadsworth-Emmons Reaction ? Hydride Reductions ? Hydrogenolysis of Benzyl Ether ? Kinetics of Alkyl Halides ? Kumada Cross-Coupling Reaction ? Lawesson's Reagent ? Leuckart-Wallach Reaction ? McMurry Coupling ? Meerwein-Ponndorf-Verley Reduction ? Passerini Reaction ? Paternò-Büchi Reaction ? Petasis Reaction ? Peterson Olefination ? Pictet-Spengler Tetrahydroisoquinoline Synthesis ? Preparation of Aldehydes and Ketones ? Preparation of Alkylbenzene ? Preparation of Amines ? Prins Reaction ? Reactions of Aldehydes and Ketones ? Reactions of Alkyl Halides with Reducing Metals ? Reactions of Amines ? Reactions of Benzene and Substituted Benzenes ? Reactions of Dihalides ? Reformatsky Reaction ? Robinson Annulation ? Schlosser Modification of the Wittig Reaction ? Schmidt Reaction ? Specialized Acylation Reagents-Ketenes ? Stille Coupling ? Stobbe Condensation ? Substitution and Elimination Reactions of Alkyl Halides ? Suzuki Coupling ? Tebbe Olefination ? Ugi Reaction ? Vilsmeier-Haack Reaction ? Wittig Reaction ? Wolff-Kishner Reduction
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