U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C31H32N4O2.ClH
Molecular Weight 529.072
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BEZITRAMIDE HYDROCHLORIDE

SMILES

Cl.CCC(=O)N1C(=O)N(C2CCN(CCC(C#N)(C3=CC=CC=C3)C4=CC=CC=C4)CC2)C5=C1C=CC=C5

InChI

InChIKey=AJSZDJPJGGMSPW-UHFFFAOYSA-N
InChI=1S/C31H32N4O2.ClH/c1-2-29(36)35-28-16-10-9-15-27(28)34(30(35)37)26-17-20-33(21-18-26)22-19-31(23-32,24-11-5-3-6-12-24)25-13-7-4-8-14-25;/h3-16,26H,2,17-22H2,1H3;1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C31H32N4O2
Molecular Weight 492.6114
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Bezitramide was developed as an orally long-acting analgesic compound and was marketed under the brand name Burgodin. The overdose of this drug caused death that is why it was withdrawn from the market.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Burgodin

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

5 mg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:32:41 GMT 2023
Edited
by admin
on Sat Dec 16 11:32:41 GMT 2023
Record UNII
TAB8WY5HVX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BEZITRAMIDE HYDROCHLORIDE
Common Name English
2H-BENZIMIDAZOL-2-ONE, 1-(1-(3-CYANO-3,3-DIPHENYLPROPYL)-4-PIPERIDINYL)-1,3-DIHYDRO-3-(1-OXOPROPYL)-, MONOHYDROCHLORIDE
Common Name English
BEZITRAMIDE-HYDROCHLORIDE
Common Name English
1-PIPERIDINEBUTANENITRILE, 4-(2,3-DIHYDRO-2-OXO-3-(1-OXOPROPYL)-1H-BENZIMIDAZOL-1-YL)-.ALPHA.,.ALPHA.-DIPHENYL-, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
PUBCHEM
145996662
Created by admin on Sat Dec 16 11:32:41 GMT 2023 , Edited by admin on Sat Dec 16 11:32:41 GMT 2023
PRIMARY
FDA UNII
TAB8WY5HVX
Created by admin on Sat Dec 16 11:32:41 GMT 2023 , Edited by admin on Sat Dec 16 11:32:41 GMT 2023
PRIMARY
CAS
59708-44-0
Created by admin on Sat Dec 16 11:32:41 GMT 2023 , Edited by admin on Sat Dec 16 11:32:41 GMT 2023
PRIMARY
Related Record Type Details
PRODRUG -> METABOLITE ACTIVE
Related Record Type Details
ACTIVE MOIETY