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

Description

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 The overdose of this drug caused death that is why it was withdrawn from the market.

Originator

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Withdrawn
Burgodin

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
The use of driving impairing medicines: a European survey.
2009-11
Effects of bezafibrate and simvastatin on endothelial activation and lipid peroxidation in hypercholesterolemia: evidence of different vascular protection by different lipid-lowering treatments.
2003-11
Bezitramide, an orally active analgesic. An investigation on pain following operations for lumbar disc protrusion (preliminary report).
1970-04
Patents

Patents

JP2007507532A
35

Sample Use Guides

In Vivo Use Guide
5 mg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Tue Apr 01 16:31:05 GMT 2025
Edited
by admin
on Tue Apr 01 16:31:05 GMT 2025
Record UNII
TAB8WY5HVX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
2H-BENZIMIDAZOL-2-ONE, 1-(1-(3-CYANO-3,3-DIPHENYLPROPYL)-4-PIPERIDINYL)-1,3-DIHYDRO-3-(1-OXOPROPYL)-, MONOHYDROCHLORIDE
Preferred Name English
BEZITRAMIDE HYDROCHLORIDE
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 Tue Apr 01 16:31:05 GMT 2025 , Edited by admin on Tue Apr 01 16:31:05 GMT 2025
PRIMARY
FDA UNII
TAB8WY5HVX
Created by admin on Tue Apr 01 16:31:05 GMT 2025 , Edited by admin on Tue Apr 01 16:31:05 GMT 2025
PRIMARY
CAS
59708-44-0
Created by admin on Tue Apr 01 16:31:05 GMT 2025 , Edited by admin on Tue Apr 01 16:31:05 GMT 2025
PRIMARY
Related Record Type Details
Structure of DESPROPIONYLBEZITRAMIDE
PRODRUG -> METABOLITE ACTIVE
Related Record Type Details
Structure of BEZITRAMIDE
ACTIVE MOIETY
NIH
NCATS
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