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Substance Name: Cinoxacin [USAN:USP:INN:BAN:JAN]
RN: 28657-80-9
UNII: LMK22VUH23
InChIKey: VDUWPHTZYNWKRN-UHFFFAOYSA-N

Note

  • Synthetic antimicrobial related to OXOLINIC ACID and NALIDIXIC ACID and used in URINARY TRACT INFECTIONS.

Molecular Formula

  • C12-H10-N2-O5

Molecular Weight

  • 262.22
 

Classification Codes

  • Anti-Infective Agents
  • Antibacterial
  • Antineoplastic Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Reproductive Effect
  • Topoisomerase II Inhibitors
  • Topoisomerase Inhibitors

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Cinoxacin

Synonyms

  • (1,3)Dioxolo(4,5-g)cinnoline-3-carboxylic acid, 1-ethyl-1,4-dihydro-4-oxo-
  • 1-Ethyl-1,4-dihydro-4-oxo(1,3)dioxolo(4,5-g)cinnoline-3-carboxylic acid
  • 1-Ethyl-6,7-methylenedioxy-4(1H)-oxocinnoline-3-carboxylic acid
  • 64716
  • BRN 1084304
  • CCRIS 8206
  • Cinobac
  • Cinobactin
  • Cinoxacin
  • Cinoxacine
  • Cinoxacine [INN-French]
  • Cinoxacino
  • Cinoxacino [INN-Spanish]
  • Cinoxacinum
  • Cinoxacinum [INN-Latin]
  • Compound 64716
  • EINECS 249-133-8
  • Lilly 64716
  • NSC 304467
  • UNII-LMK22VUH23
  • Uronorm

Systematic Names

  • (1,3)Dioxolo(4,5-g)cinnoline-3-carboxylic acid, 1,4-dihydro-1-ethyl-4-oxo-
  • (1,3)Dioxolo(4,5-g)cinnoline-3-carboxylic acid, 1-ethyl-1,4-dihydro-4-oxo-
  • Cinoxacin

Registry Numbers

CAS Registry Number

  • 28657-80-9

FDA UNII

  • LMK22VUH23

System Generated Number

  • 0028657809

Structure Descriptors

InChI

1S/C12H10N2O5/c1-2-14-7-4-9-8(18-5-19-9)3-6(7)11(15)10(13-14)12(16)17/h3-4H,2,5H2,1H3,(H,16,17)

InChIKey

VDUWPHTZYNWKRN-UHFFFAOYSA-N

Smiles

CCn1c2cc3c(cc2c(=O)c(n1)C(=O)O)OCO3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 850mg/kg (850mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 28(Suppl,
mouse LD50 oral 2330mg/kg (2330mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Chemotherapy Vol. 28(Suppl,
mouse LD50 subcutaneous 900mg/kg (900mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 28(Suppl,
rat LD50 intravenous 860mg/kg (860mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Chemotherapy Vol. 28(Suppl,
rat LD50 oral 3610mg/kg (3610mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 28(Suppl,
rat LD50 subcutaneous 1380mg/kg (1380mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Chemotherapy Vol. 28(Suppl,

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 261 dec deg C   EXP
log P (octanol-water) 1.590 (none)   EST
Atmospheric OH Rate Constant 1.20E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.