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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H14N5O6S.Na
Molecular Weight 379.324
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of OXIMONAM SODIUM

SMILES

[Na+].CO\N=C(/C(=O)N[C@H]1[C@H](C)N(OCC([O-])=O)C1=O)C2=CSC(N)=N2

InChI

InChIKey=IEJDXDFBVQORAZ-CTRAYMKSSA-M
InChI=1S/C12H15N5O6S.Na/c1-5-8(11(21)17(5)23-3-7(18)19)15-10(20)9(16-22-2)6-4-24-12(13)14-6;/h4-5,8H,3H2,1-2H3,(H2,13,14)(H,15,20)(H,18,19);/q;+1/p-1/b16-9-;/t5-,8-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C12H14N5O6S
Molecular Weight 356.334
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 1
Optical Activity UNSPECIFIED

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Oximonam (also known as SQ 82,291) was developed as a monobactam antibiotic that had shown good activity against different bacteria of the family Enterobacteriaceae and Haemophilus influenzae and was no activity at all against staphylococci and against Pseudomonas aeruginosa.

Approval Year

Substance Class Chemical
Created
by admin
on Mon Mar 31 18:05:20 GMT 2025
Edited
by admin
on Mon Mar 31 18:05:20 GMT 2025
Record UNII
G274R51QFV
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OXIMONAM SODIUM
USAN  
USAN  
Official Name English
SQ 82629
Preferred Name English
SODIUM (((2S,3S)-3-((2-AMINO-4-THIAZOLYL)GLYOXYLAMIDO)-2-METHYL-4-OXO-1-AZETIDINYL)OXY)ACETATE, 3(SUP 2)-(Z)-(O-METHYLOXIME)
Common Name English
OXIMONAM SODIUM [USAN]
Common Name English
SQ-82629
Code English
ACETIC ACID, ((3-(((2-AMINO-4-THIAZOLYL)(METHOXYIMINO)ACETYL)AMINO)-2-METHYL-4-OXO-1-AZETIDINYL)OXY)-, MONOSODIUM SALT, (2S-(2.ALPHA.,3.BETA.(Z)))-
Common Name English
ACETIC ACID, 2-(((2S,3S)-3-(((2Z)-2-(2-AMINO-4-THIAZOLYL)-2-(METHOXYIMINO)ACETYL)AMINO)-2-METHYL-4-OXO-1-AZETIDINYL)OXY)-, SODIUM SALT (1:1)
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C260
Created by admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
Code System Code Type Description
SMS_ID
300000055564
Created by admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
PRIMARY
NCI_THESAURUS
C66267
Created by admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
PRIMARY
CAS
90849-08-4
Created by admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
PRIMARY
PUBCHEM
23663948
Created by admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
PRIMARY
ChEMBL
CHEMBL2104567
Created by admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
PRIMARY
FDA UNII
G274R51QFV
Created by admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
PRIMARY
USAN
X-6
Created by admin on Mon Mar 31 18:05:20 GMT 2025 , Edited by admin on Mon Mar 31 18:05:20 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY