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Cianopramine

HCID 48126
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Basic information

CAS
66834-24-0
Standard SMILES
CN(C)CCCN1c2ccccc2CCc2ccc(C#N)cc21
InChIKey
LQXYCDLHSKICDY-UHFFFAOYSA-N
Molecular formula
C20H23N3
Average molar mass
305.4 g/mol
Monoisotopic mass
305.18919775

Overview

Cianopramine is a small molecule drug. The usage of the INN stem '-pramine' in the name indicates that Cianopramine is a substance of the imipramine group. Cianopramine has a monoisotopic molecular weight of 305.19 Da.

Names & identifiers

Preferred name
Cianopramine
IUPAC
11-[3-(dimethylamino)propyl]-5,6-dihydrobenzo[b][1]benzazepine-2-carbonitrile
English name
Cianopramine
Molecular formula
C20H23N3
Molecular weight
305.42

Names & synonyms

CIANOPRAMINE66834-24-0CianopraminaCianopraminum3-cyano-imipramine02MNR4P2PMRO 11-2464DTXSID902169563-cyanoimipramine5H-Dibenz(b,f)azepine-3-carbonitrile, 5-(3-(dimethylamino)propyl)-10,11-dihydro-RefChem:126081DTXCID20139447
Show more names
Ro-11-2465Cyanimipramine5-[3-(Dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine-3-carbonitrile5H-Dibenz[b,f]azepine-3-carbonitrile, 5-[3-(dimethylamino)propyl]-10,11-dihydro-
5-(3 (dimethylamino)propyl)-10,11-dihydro-5H-dibenz(b,f)azepine-3-carbonitrilecyanoimipramineCianopramine [INN]Cyanimipramine; Ro 11-246511-[3-(dimethylamino)propyl]-5,6-dihydrobenzo[b][1]benzazepine-2-carbonitrile5-(3-(Dimethylamino)propyl)-10,11-dihydro-5H-dibenz(b,f)azepine-3-carbonitrileCianopraminum [INN-Latin]5-(3-(dimethylamino)propyl)-10,11-dihydro-5H-dibenzo[b,f]azepine-3-carbonitrile

Database identifiers

CAS
66834-24-0
PubChem CID
48126

Properties

Computed structural propertiesFilling in

XLogP
4.3
Topological polar surface area
30.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
4
Heavy atoms
23
Formal charge
0
Complexity
424

Physicochemical properties

Boiling point
456.4 · 456.4±45.0 °C(Predicted)
Density
1.14 · 1.14±0.1 g/cm3(Predicted)
pka
9.45 · 9.45±0.28(Predicted)
FDA UNII
2 MNR4P2PM · 02MNR4P2PM

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationDrugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or SEROTONIN RECEPTOR AGONISTS.

Applications

UsesCianopramine (Cyanimipramine) is a tricyclic antidepressant, and a potent inhibitor of neuronal serotonin (5-HT) uptake. Cianopramine blocks central and peripheral 5-HT receptors[1][2].

Related reactions

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Compound notes

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DTXSID
DTXSID90216956
ChEMBL
CHEMBL2106504
UNII
02MNR4P2PM
Nikkaji
J23.615B