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Substance Name: Aztreonam [USAN:USP:INN:BAN:JAN]
RN: 78110-38-0
UNII: G2B4VE5GH8
InChIKey: WZPBZJONDBGPKJ-VEHQQRBSSA-N

Note

  • A monocyclic beta-lactam antibiotic originally isolated from Chromobacterium violaceum. It is resistant to beta-lactamases and is used in gram-negative infections, especially of the meninges, bladder, and kidneys. It may cause a superinfection with gram-positive organisms.

Molecular Formula

  • C13-H17-N5-O8-S2

Molecular Weight

  • 435.4363
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antimicrobial
  • Drug / Therapeutic Agent
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Aztreonam
  • Aztreonam [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Aztreonam

Synonyms

  • (Z)-2-((((2-Amino-4-thiazolyl)(((2S,3S)-2-methyl-4-oxo-1-sulfo-3-azetidinyl)carbamoyl)methylene)amino)oxy)-2-methylpropionic acid
  • Antibiotic squibb 26,776
  • Azactam
  • Azactam in plastic container
  • Azonam
  • Aztreon
  • Aztreonam
  • Aztreonamum
  • Aztreonamum [Latin]
  • BRN 3577211
  • Cayston
  • Corus 1020
  • Dynabiotic
  • EINECS 278-839-9
  • Monobactam
  • Nebactam
  • NSC 646279
  • Primbactam
  • SQ 26,776
  • SQ 26776
  • Squibb 26,776
  • UNII-G2B4VE5GH8
  • Urobactam

Systematic Names

  • Aztreonam
  • Propanoic acid, 2-(((1-(2-amino-4-thiazolyl)-2-((2-methyl-4-oxo-1-sulfo-3-azetidinyl)amino)-2-oxoethylidene)amino)oxy)-2-methyl-, (2S-(2alpha,3beta(Z)))-

Registry Numbers

CAS Registry Number

  • 78110-38-0

FDA UNII

  • G2B4VE5GH8

System Generated Number

  • 0078110380

Structure Descriptors

InChI

1S/C13H17N5O8S2/c1-5-7(10(20)18(5)28(23,24)25)16-9(19)8(6-4-27-12(14)15-6)17-26-13(2,3)11(21)22/h4-5,7H,1-3H3,(H2,14,15)(H,16,19)(H,21,22)(H,23,24,25)/b17-8-/t5-,7-/m0/s1

InChIKey

WZPBZJONDBGPKJ-VEHQQRBSSA-N

Smiles

C[C@H]1[C@H](NC(=O)\C(=N/OC(C)(C)C(=O)O)\c2csc([NH3+])n2)C(=O)N1S(=O)(=O)[O-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2897mg/kg (2897mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Chemotherapy Vol. 33(Suppl,
mouse LD50 intravenous 1963mg/kg (1963mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 33(Suppl,
mouse LD50 oral > 10gm/kg (10000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 18, Pg. 474, 1987.
mouse LD50 subcutaneous 3906mg/kg (3906mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Chemotherapy Vol. 33(Suppl,
rat LD50 intraperitoneal 2549mg/kg (2549mg/kg)   Chemotherapy Vol. 33(Suppl,
rat LD50 intraperitoneal 2549mg/kg (2549mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Chemotherapy Vol. 33(Suppl,
rat LD50 intravenous 2001mg/kg (2001mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 468, 1985.
rat LD50 oral > 10gm/kg (10000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 18, Pg. 474, 1987.
rat LD50 subcutaneous 3154mg/kg (3154mg/kg)   Chemotherapy Vol. 33(Suppl,
rat LD50 subcutaneous 3154mg/kg (3154mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Chemotherapy Vol. 33(Suppl,