1-(1-phenylcyclohexyl)pyrrolidine

• ChemBase ID: 1334
• Molecular Formular: C16H23N
• Molecular Mass: 229.36052
• Monoisotopic Mass: 229.18304974
• SMILES: N1(C2(CCCCC2)c2ccccc2)CCCC1
• Canonical SMILES: C1CCC(CC1)(N1CCCC1)c1ccccc1
• InChI: InChI=1S/C16H23N/c1-3-9-15(10-4-1)16(11-5-2-6-12-16)17-13-7-8-14-17/h1,3-4,9-10H,2,5-8,11-14H2
• InChIKey: FYOWWXMGDATDQY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(1-phenylcyclohexyl)pyrrolidine
• IUPAC Traditional name: rolicyclidine
• Synonyms: PCPy; 1-(1-phenylcyclohexyl)pyrrolidine; Rolicyclidinum [INN-Latin]; Roliciclidina [INN-Spanish]; DEA No. 7458; Pyrrolidine analog of phencyclidine; Rolicyclidine; 1-(1-Phenylcyclohexyl)pyrrolidine Hydrochloride; Rolicyclidine Hydrochloride

Database IDs

• CAS Number: 2201-39-0; 1934-48-1
• PubChem SID: 46507433; 160964794
• PubChem CID: 62436

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.5492235
• LogD (pH = 7.4): 0.9067703
• Log P: 4.0434794
• Molar Refractivity: 73.0455 cm^3
• Polarizability: 28.880377 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.54
• LOG S: -3.98
• Solubility (Water): 2.39e-02 g/l

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale Pink Solid
• Melting Point: 222-225°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

DrugBank - DB01549

• Drug Groups: illicit; experimental
• Description: Rolicyclidine (PCPy) is a dissociative anesthetic drug with hallucinogenic and sedative effects. Due to its similarity in effects to PCP, PCPy was placed into the Schedule I list of illegal drugs in the 1970s, although it has never been widely abused and is now little known.
• Indication: Rolicyclidine has anesthetic properties and can induce a sedative effect.
• Pharmacology: Rolicyclidine is similar in effects to phencyclidine but is slightly less potent and has less stimulant effects. Instead it acts by inducing a sedative effect described as being somewhat similar to a barbiturate, but with additional PCP-like dissociative, anaesthetic and hallucinogenic effects.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia

Toronto Research Chemicals - R639900

An analog of the hallucinogen Phencyclidine (P295500).

REFERENCES

• Maddox, V.H., et al.: J. Med. Chem., 8, 230 (1965)