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Substance Name: Azlocillin sodium [USP]
RN: 37091-65-9
UNII: DWV1EFW947
InChIKey: UVOCNBWUHNCKJM-XFAPPKAWSA-M

Note

  • A semisynthetic ampicillin-derived acylureido penicillin.

Classification Codes

  • Antibacterial
  • Drug / Therapeutic Agent

Molecular Formulas

  • C20-H22-N5-Na-O6-S
  • C20-H22-N5-O6-S.Na
  • C20-H23-N5-O6-S.Na

Molecular Weight

  • 483.4788
 
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Names and Synonyms

Name of Substance

  • Azlocillin sodium salt
  • Azlocillin sodium [USP]

Synonyms

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(((((2-oxo-1-imidazolidinyl)carbonyl)amino)phenylacetyl)amino)-, monosodium salt, (2S-(2alpha,5alpha,6beta(S*)))-
  • Azlin
  • Azlocillin sodium
  • EINECS 253-347-7
  • Monosodium azlocillin
  • Securopen
  • Sodium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-((R)-2-(2-oxo-1-imidazolidinecarboxamido)-2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate
  • Sodium azlocillin
  • UNII-DWV1EFW947

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(((((2-oxo-1-imidazolidinyl)carbonyl)amino)phenylacetyl)amino)-, monosodium salt, (2S-(2alpha,5alpha,6beta(S*)))-
  • Sodium (2S-(2alpha,5alpha,6beta(S*)))-3,3-dimethyl-7-oxo-6-(((((2-oxoimidazolidin-1-yl)carbonyl)amino)phenylacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate

Registry Numbers

CAS Registry Number

  • 37091-65-9

FDA UNII

  • DWV1EFW947

System Generated Number

  • 0037091659

Molecular Formulas

Molecular Formulas

  • C20-H22-N5-Na-O6-S
  • C20-H22-N5-O6-S.Na
  • C20-H23-N5-O6-S.Na

Molecular Formula Fragments

  • C20-H22-N5-O6-S
  • C20-H23-N5-O6-S
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C20H23N5O6S.Na/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30;/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29);/q;+1/p-1/t11-,12-,13+,16-;/m1./s1

InChIKey

UVOCNBWUHNCKJM-XFAPPKAWSA-M

Smiles

[Na+].CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](NC(=O)N3CCNC3=O)c4ccccc4)C(=O)N2[C@H]1C(=O)[O-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intramuscular 15420mg/kg (15420mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: TREMOR

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Antibiotiki i Meditsinskaya Biotekhnologiya. Antibiotics and Medical Biotechnology. Vol. 32, Pg. 453, 1987.
mouse LD50 intraperitoneal 6690mg/kg (6690mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Antibiotiki i Meditsinskaya Biotekhnologiya. Antibiotics and Medical Biotechnology. Vol. 32, Pg. 453, 1987.
mouse LD50 intravenous 5065mg/kg (5065mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR
Antibiotiki i Meditsinskaya Biotekhnologiya. Antibiotics and Medical Biotechnology. Vol. 32, Pg. 453, 1987.
rat LD50 intravenous 1793mg/kg (1793mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: TREMOR
Antibiotiki i Meditsinskaya Biotekhnologiya. Antibiotics and Medical Biotechnology. Vol. 32, Pg. 453, 1987.