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

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

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 The overdose of this drug caused death that is why it was withdrawn from the market.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 16:07:12 GMT 2023
Edited
by admin
on Sat Dec 16 16:07:12 GMT 2023
Record UNII
3KXW0Y310I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BEZITRAMIDE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
BEZITRAMIDE [MI]
Common Name English
BEZITRAMIDE [MART.]
Common Name English
BURGODIN
Brand 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 Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
WHO-VATC QN02AC05
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
WHO-ATC N02AC05
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
DEA NO. 9800
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL2104149
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY
DRUG BANK
DB01459
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY
MERCK INDEX
m2470
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
239-335-4
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY
WIKIPEDIA
BEZITRAMIDE
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY
FDA UNII
3KXW0Y310I
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY
NCI_THESAURUS
C72109
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY
SMS_ID
100000085875
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY
EPA CompTox
DTXSID90165197
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY
CAS
15301-48-1
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY
INN
1942
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY
DRUG CENTRAL
363
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY
EVMPD
SUB05811MIG
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY
PUBCHEM
61791
Created by admin on Sat Dec 16 16:07:12 GMT 2023 , Edited by admin on Sat Dec 16 16:07:12 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
APPROXIMATE PURE ANHYDROUS DRUG CONTENT (IN PERCENT)
Related Record Type Details
METABOLITE ACTIVE -> PRODRUG
Related Record Type Details
ACTIVE MOIETY