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Details

Stereochemistry ACHIRAL
Molecular Formula C31H32N4O2
Molecular Weight 492.6114
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BEZITRAMIDE

SMILES

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

InChI

InChIKey=FLKWNFFCSSJANB-UHFFFAOYSA-N
InChI=1S/C31H32N4O2/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

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

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 The overdose of this drug caused death that is why it was withdrawn from the market.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Withdrawn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 Wed Apr 02 07:08:49 GMT 2025
Edited
by admin
on Wed Apr 02 07:08:49 GMT 2025
Record UNII
3KXW0Y310I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BURGODIN
Preferred Name English
BEZITRAMIDE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
BEZITRAMIDE [MI]
Common Name English
BEZITRAMIDE [MART.]
Common Name English
R-4845
Code English
IDS-NB-007
Code English
Bezitramide [WHO-DD]
Common Name English
bezitramide [INN]
Common Name English
N02AC05
Code English
1-(3-CYANO-3,3-DIPHENYLPROPYL)-4-(2-OXO-3-PROPIONYL-1-BENZIMIDAZOLINYL)PIPERIDINE
Systematic Name English
R 4845
Code English
Classification Tree Code System Code
NCI_THESAURUS C241
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
WHO-VATC QN02AC05
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
WHO-ATC N02AC05
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
DEA NO. 9800
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
Code System Code Type Description
ChEMBL
CHEMBL2104149
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY
DRUG BANK
DB01459
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY
MERCK INDEX
m2470
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY Merck Index
ECHA (EC/EINECS)
239-335-4
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY
WIKIPEDIA
BEZITRAMIDE
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY
FDA UNII
3KXW0Y310I
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY
NCI_THESAURUS
C72109
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY
SMS_ID
100000085875
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY
EPA CompTox
DTXSID90165197
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY
CAS
15301-48-1
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY
INN
1942
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY
DRUG CENTRAL
363
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY
EVMPD
SUB05811MIG
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY
PUBCHEM
61791
Created by admin on Wed Apr 02 07:08:49 GMT 2025 , Edited by admin on Wed Apr 02 07:08:49 GMT 2025
PRIMARY
Related Record Type Details
Structure of BETAPRODINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
Related Record Type Details
Structure of DESPROPIONYLBEZITRAMIDE
METABOLITE ACTIVE -> PRODRUG
Related Record Type Details
Structure of BEZITRAMIDE
ACTIVE MOIETY
NIH
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