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[ CAS No. 50910-54-8 ] {[proInfo.proName]}

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Chemical Structure| 50910-54-8
Chemical Structure| 50910-54-8
Structure of 50910-54-8 * Storage: {[proInfo.prStorage]}

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Product Details of [ 50910-54-8 ]

CAS No. :50910-54-8 MDL No. :MFCD00012566
Formula : C6H14ClNO Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 151.63 Pubchem ID :-
Synonyms :
Chemical Name :trans-4-Aminocyclohexanol hydrochloride

Calculated chemistry of [ 50910-54-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 9
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 39.68
TPSA : 46.25 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.7 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 0.74
Log Po/w (WLOGP) : 1.05
Log Po/w (MLOGP) : 0.57
Log Po/w (SILICOS-IT) : 0.39
Consensus Log Po/w : 0.55

Druglikeness

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

Water Solubility

Log S (ESOL) : -1.25
Solubility : 8.6 mg/ml ; 0.0567 mol/l
Class : Very soluble
Log S (Ali) : -1.29
Solubility : 7.77 mg/ml ; 0.0512 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.1
Solubility : 122.0 mg/ml ; 0.802 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.03

Safety of [ 50910-54-8 ]

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 [ 50910-54-8 ]

* 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 [ 50910-54-8 ]

[ 50910-54-8 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 50910-54-8 ]
  • [ 115520-21-3 ]
  • N-α-Fmoc-S-trityl-L-cysteine 4-hydroxy-trans-cyclohexylamide [ No CAS ]
  • 2
  • [ 50910-54-8 ]
  • [ 115520-21-3 ]
  • N-α-Fmoc-S-trityl-L-cysteine 4-hydroxy-trans-cyclohexylamide [ No CAS ]
  • 3
  • [ 22509-74-6 ]
  • [ 50910-54-8 ]
  • [ 99337-98-1 ]
YieldReaction ConditionsOperation in experiment
81% With potassium carbonate; In water; at 20℃; for 1h; 12A: 2-((/ra?^)-4-Hydroxycyclohexyl)isoindoline~l ,3H -dione[00150] A mixture of (irans)-4-aminocyclohexanol, HC1 (5 g, 33.0 mmol) and ethyl l,3-dioxoisoindoline-2-carboxylate (7.23 g, 33.0 mmol) in water (50 mL) was treated with K2C03 (11.39 g, 82 mmol) and stirred at room temperature for 1 h. The mixture became very viscous, more water (50 mL) was added and it was stirred for another 2 h. The white solid was collected by filtration, washed with water, and air- dried to provide 12A (6.52g, 81 % yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 7.66-7.84(m, 4H); 4.56(br. s, 1H); 3.79-3.93(m, 1H); 3.29-3.45(m, 1H); 1.97-2.14(m, 2H); 1.76- L91(m, 2H); 1.50-1.67(m, 2H); 1.09-1.28(m, 2H).
With potassium carbonate; In water; at 20℃; for 3h; N-Ethoxycarbonylphthalimide (10Og; 0.46 mol) was added to a mixture of trans-4- hydroxycyclohexylamine hydrochloride (69 g; 0.46 mol), potassium carbonate (158 g; 1.15 mol) and water (1 L) at room temperature. After stirring for 3h the title compound (95 g) was isolated by filtration, washing with water then ethyl acetate,.
  • 4
  • [ 17794-48-8 ]
  • [ 50910-54-8 ]
  • [ 847956-35-8 ]
YieldReaction ConditionsOperation in experiment
Trans-4-aminocyclohexanol hydrochloride (500 mg) was dissolved DMF (11 mL) prior to the addition of <strong>[17794-48-8](3-trifluoromethyl-benzoylamino)-acetic acid</strong> (815.0 mg) and 4-methylmorpholine (1.0 mL). After 5 min, BOP reagent (1.4 g) was added and the reaction was stirred overnight. Ethyl acetate was added, and the solution was washed with brine, 1N HCl, and saturated NaHCO3. The desired (trans)-N-[(4-hydroxy-cyclohexylcarbamoyl)-methyl]-3-trifluoromethyl-benzamide (480.5 mg) was then collected as a solid. MS found: (M+H)+=345.1.
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