2-(diethylamino)ethyl 1-cyclohexylcyclohexane-1-carboxylate

• ChemBase ID: 683
• Molecular Formular: C19H35NO2
• Molecular Mass: 309.4867
• Monoisotopic Mass: 309.26677937
• SMILES: O(C(=O)C1(C2CCCCC2)CCCCC1)CCN(CC)CC
• Canonical SMILES: CCN(CCOC(=O)C1(CCCCC1)C1CCCCC1)CC
• InChI: InChI=1S/C19H35NO2/c1-3-20(4-2)15-16-22-18(21)19(13-9-6-10-14-19)17-11-7-5-8-12-17/h17H,3-16H2,1-2H3
• InChIKey: CURUTKGFNZGFSE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(diethylamino)ethyl 1-cyclohexylcyclohexane-1-carboxylate
• IUPAC Traditional name: dicyclomine
• Brand Name: Atumin; Bentomine; Bentyl; Bentyl Hydrochloride; Bentylol; Bentylol Hydrochloride; Di-Syntramine; Dicicloverina [INN-Spanish]; Dicyclomine Hcl; Dicyclomine Hydrochloride; Dicycloverin; Dicycloverin Hydrochloride; Dicycloverine; Dicycloverine Hydrochloride; Dicycloverinum [INN-Latin]; Diethylaminocarbethoxybicyclohexyl Hydrochloride; Diocyl; Diocyl Hydrochloride; Dyspas; Formulex; Kolantyl Hydrochloride; Mamiesan; Merbentyl; Oxityl-P; Procyclomin; Sawamin; Spasmoban; Wyovin; Wyovin Hydrochloride
• Synonyms: Dicyclomine

Database IDs

• CAS Number: 77-19-0
• PubChem SID: 160964146; 46505371
• PubChem CID: 3042

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.7454959
• LogD (pH = 7.4): 3.3570619
• Log P: 4.9258933
• Molar Refractivity: 91.7827 cm^3
• Polarizability: 36.56283 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 5.82
• LOG S: -4.98
• Solubility (Water): 3.27e-03 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 5.5

DETAILS

DrugBank - DB00804

• Drug Groups: approved
• Description: A muscarinic antagonist used as an antispasmodic and in urinary incontinence. It has little effect on glandular secretion or the cardiovascular system. It does have some local anesthetic properties and is used in gastrointestinal, biliary, and urinary tract spasms. [PubChem]
• Indication: For the treatment of functional bowel/irritable bowel syndrome; including Colicky abdominal pain; diverticulitis
• Pharmacology: Dicyclomine is an anticholinergic drug, a medication that reduces the effect of acetylcholine, a chemical released from nerves that stimulates muscles, by blocking the receptors for acetylcholine on smooth muscle (a type of muscle). It also has a direct relaxing effect on smooth muscle. Dicyclomine is used to treat or prevent spasm in the muscles of the gastrointestinal tract in the irritable bowel syndrome. In addition, Dicyclomine inhibits gastrointestinal propulsive motility and decreases gastric acid secretion and controls excessive pharyngeal, tracheal and bronchial secretions.
• Affected Organisms: Humans and other mammals
• Protein Binding: >99%
• Elimination: The principal route of elimination is via the urine (79.5% of the dose). Excretion also occurs in the feces, but to a lesser extent (8.4%).
• Distribution: * 3.65 L/kg [20 mg oral dose]
• External Links: Wikipedia; RxList; Drugs.com