ethyl (1r,4r)-4-aminocyclohexane-1-carboxylate hydrochloride

• ChemBase ID: 168392
• Molecular Formular: C9H18ClNO2
• Molecular Mass: 207.69772
• Monoisotopic Mass: 207.1026065
• SMILES: C1C[C@@H](CC[C@H]1C(=O)OCC)N.Cl
• Canonical SMILES: CCOC(=O)[C@@H]1CC[C@H](CC1)N.Cl
• InChI: InChI=1S/C9H17NO2.ClH/c1-2-12-9(11)7-3-5-8(10)6-4-7;/h7-8H,2-6,10H2,1H3;1H/t7-,8-
• InChIKey: UPVSMFHQPMRMLP-KMMPGQJCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (1r,4r)-4-aminocyclohexane-1-carboxylate hydrochloride
• IUPAC Traditional name: ethyl (1r,4r)-4-aminocyclohexane-1-carboxylate hydrochloride
• Synonyms: trans-4-Aminocyclohexanecarboxylic Acid Ethyl Ester Hydrochloride; (trans-4-Carboethoxycyclohexyl)amine Hydrochloride; Ethyl trans-4-Aminocyclohexanecarboxylate Hydrochloride

Database IDs

• CAS Number: 2084-28-8
• PubChem SID: 162262524
• PubChem CID: 11586508

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -2.1286764
• LogD (pH = 7.4): -1.8432137
• Log P: 0.8992582
• Molar Refractivity: 46.6906 cm^3
• Polarizability: 18.871552 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 200-202°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E898100

Ethyl trans-4-Aminocyclohexanecarboxylate is a cyclohexane carboxylate amino isomer. Ethyl trans-4-Aminocyclohexanecarboxylate is used in the synthesis of trans-4-(6-substituted-9-purinyl)cyclohexylcarbinols as inhibitors of adenosine deaminase.

REFERENCES

• Schaeffer, H.J., et al.: J. Pharmaceut. Sci., 54, 421 (1965)