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

Details

Stereochemistry ABSOLUTE
Molecular Formula C11H13N5O5
Molecular Weight 295.2514
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of AZIDAMFENICOL

SMILES

OC[C@@H](NC(=O)CN=[N+]=[N-])[C@H](O)C1=CC=C(C=C1)[N+]([O-])=O

InChI

InChIKey=SGRUZFCHLOFYHZ-MWLCHTKSSA-N
InChI=1S/C11H13N5O5/c12-15-13-5-10(18)14-9(6-17)11(19)7-1-3-8(4-2-7)16(20)21/h1-4,9,11,17,19H,5-6H2,(H,14,18)/t9-,11-/m1/s1

HIDE SMILES / InChI

Molecular Formula C11H13N5O5
Molecular Weight 295.2514
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 1
Optical Activity UNSPECIFIED

Azidamfenicol is a semi-synthetic chloramphenicol in which the nitro moiety is replaced with a methylsulphone and the dichloroacetamide is replaced with azidoacetamide. Azidamfenicol is a broad spectrum antibiotic with good activity against Gram-negative and anaerobic bacteria.

Approval Year

Sample Use Guides

Eye Drops Containing 1% Azidamfenicol
Route of Administration: Topical
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:33:22 GMT 2023
Edited
by admin
on Fri Dec 15 15:33:22 GMT 2023
Record UNII
40257685LM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AZIDAMFENICOL
INN   MART.   MI   WHO-DD  
INN  
Official Name English
AZIDAMFENICOL [MART.]
Common Name English
AZIDAMFENICOL [MI]
Common Name English
AZIDOAMFENICOL
Common Name English
azidamfenicol [INN]
Common Name English
POSIFENICOL
Brand Name English
Azidamfenicol [WHO-DD]
Common Name English
D(-)-THREO-2-AZIDO-N-(.BETA.-HYDROXY-.ALPHA.-(HYDROXYMETHYL)-P-NITROPHENETHYL)ACETAMIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C258
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
WHO-ATC S01AA25
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
Code System Code Type Description
MERCK INDEX
m1018
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY Merck Index
INN
1703
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY
FDA UNII
40257685LM
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY
EVMPD
SUB05654MIG
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY
SMS_ID
100000086083
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY
WIKIPEDIA
Azidamfenicol
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY
DRUG CENTRAL
3011
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY
NCI_THESAURUS
C72712
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY
ChEMBL
CHEMBL278788
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY
ECHA (EC/EINECS)
237-552-9
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY
EPA CompTox
DTXSID90160647
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY
DRUG BANK
DB13294
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY
PUBCHEM
62858
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY
CAS
13838-08-9
Created by admin on Fri Dec 15 15:33:23 GMT 2023 , Edited by admin on Fri Dec 15 15:33:23 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY