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Substance Name: Acemetacin [INN:BAN:JAN]
RN: 53164-05-9
UNII: 5V141XK28X
InChIKey: FSQKKOOTNAMONP-UHFFFAOYSA-N

Molecular Formula

  • C21-H18-Cl-N-O6

Molecular Weight

  • 415.8272
 

Classification Codes

  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antirheumatic Agents
  • Drug / Therapeutic Agent
  • Peripheral Nervous System Agents
  • Reproductive Effect
  • Sensory System Agents
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Names and Synonyms

Name of Substance

  • Acemetacin
  • Acemetacin [INN:BAN:JAN]

Synonyms

  • ((1-(4-Chlorobenzoyl)-5-methoxy-2-methylindol-3-yl)acetoxy)acetic acid
  • (1-(p-Chlorbenzoyl)-5-methoxy-2-methylindol-3-acetoxy)essigsaeure
  • (1-(p-Chlorbenzoyl)-5-methoxy-2-methylindol-3-acetoxy)essigsaeure [German]
  • 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid carboxymethyl ester
  • 2-(2-(1-(p-Chlorobenzoyl)-5-methoxy-2-methylindol-3-yl)acetoxy)acetic acid
  • 5-22-05-00241 (Beilstein Handbook Reference)
  • Acemetacin
  • Acemetacina
  • Acemetacina [INN-Spanish]
  • Acemetacine
  • Acemetacine [INN-French]
  • Acemetacinum
  • Acemetacinum [INN-Latin]
  • Acemix
  • Aximeixin
  • Bay f 4975
  • BRN 0501672
  • EINECS 258-403-4
  • K 708
  • K-708
  • Rantudil
  • Rheumibis
  • TVX 3322
  • UNII-5V141XK28X

Systematic Names

  • 1-(p-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid ester with glycolic acid
  • 1H-Indole-3-acetic acid, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-, carboxymethyl ester
  • Acemetacin

Registry Numbers

CAS Registry Number

  • 53164-05-9

FDA UNII

  • 5V141XK28X

System Generated Number

  • 0053164059

Structure Descriptors

InChI

1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25)

InChIKey

FSQKKOOTNAMONP-UHFFFAOYSA-N

Smiles

Cc1c(c2cc(ccc2n1C(=O)c3ccc(cc3)Cl)OC)CC(=O)OCC(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 oral > 600mg/kg (600mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
dog LD50 intramuscular > 100mg/kg (100mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
dog LD50 intravenous 200mg/kg (200mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
dog LD50 oral 64200ug/kg (64.2mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 22, Pg. 657, 1981.
dog LD50 oral 64200ug/kg (64.2mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Oyo Yakuri. Pharmacometrics. Vol. 22, Pg. 657, 1981.
guinea pig LD50 intraperitoneal 192mg/kg (192mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
guinea pig LD50 oral 194mg/kg (194mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
mouse LD50 intramuscular 27600ug/kg (27.6mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
mouse LD50 intraperitoneal 23300ug/kg (23.3mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
mouse LD50 intravenous 34100ug/kg (34.1mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
mouse LD50 oral 18420ug/kg (18.42mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
mouse LD50 subcutaneous 22800ug/kg (22.8mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
rabbit LD50 oral 300mg/kg (300mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
rat LD50 intramuscular 19300ug/kg (19.3mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
rat LD50 intraperitoneal 23mg/kg (23mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
rat LD50 intravenous 28300ug/kg (28.3mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
rat LD50 oral 24200ug/kg (24.2mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.
rat LD50 subcutaneous 28400ug/kg (28.4mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 30, Pg. 1398, 1980.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 151.5 deg C   EXP
log P (octanol-water) 4.130 (none)   EST
Atmospheric OH Rate Constant 2.04E-10 cm3/molecule-sec 25 EST

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