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Substance Name: Tranilast [USAN:INN:JAN]
RN: 53902-12-8
UNII: HVF50SMY6E
InChIKey: NZHGWWWHIYHZNX-CSKARUKUSA-N

Note

  • Antiallergic drug; potent inhibitor of homologous passive cutaneous anaphylaxis.

Molecular Formula

  • C18-H17-N-O5

Molecular Weight

  • 327.3343
 

Classification Codes

  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Allergic Agents
  • Anti-Asthmatic
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antirheumatic Agents
  • Calcium Channel Blockers
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Hematologic Agents
  • Histamine Agents
  • Histamine Antagonists
  • Histamine H1 Antagonists
  • Membrane Transport Modulators
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Platelet Aggregation Inhibitors
  • Reproductive Effect
  • Sensory System Agents
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Names and Synonyms

Name of Substance

  • Tranilast
  • Tranilast [USAN:INN:JAN]

Synonyms

  • Anthranilic acid, N-(3,4-dimethoxycinnamoyl)-
  • Benzoic acid, 2-((3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl)amino)-
  • MK 341
  • MK-341
  • n-(3',4'-dimethoxycinnamoyl) anthranilic acid
  • N-(3,4-Dimethoxycinnamoyl)anthranilic acid
  • Rizaben
  • Tranilast
  • Tranilastum
  • Tranilastum [INN-Latin]
  • UNII-HVF50SMY6E

Systematic Names

  • 2-((3-(3,4-Dimethoxyphenyl)-1-oxo-2-propenyl)amino)benzoic acid
  • Benzoic acid, 2-((3-(3,4-dimethoxyphenyl)-1-oxo-2-propenyl)amino)-

Registry Numbers

CAS Registry Number

  • 53902-12-8

FDA UNII

  • HVF50SMY6E

System Generated Number

  • 0053902128

Structure Descriptors

InChI

1S/C18H17NO5/c1-23-15-9-7-12(11-16(15)24-2)8-10-17(20)19-14-6-4-3-5-13(14)18(21)22/h3-11H,1-2H3,(H,19,20)(H,21,22)/b10-8+

InChIKey

NZHGWWWHIYHZNX-CSKARUKUSA-N

Smiles

COc1ccc(\C=C\C(=O)Nc2ccccc2C(=O)O)cc1OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 660mg/kg (660mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 953, 1995.
mouse LD50 intraperitoneal 385mg/kg (385mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 19, Pg. 503, 1980.
mouse LD50 oral 680mg/kg (680mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 19, Pg. 503, 1980.
mouse LD50 subcutaneous 2630mg/kg (2630mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Oyo Yakuri. Pharmacometrics. Vol. 12, Pg. 385, 1976.
rabbit LD50 oral 2625mg/kg (2625mg/kg)   "Modern Pharmaceuticals of Japan, IV," Tokyo, Japan Pharmaceutical, Medical and Dental Supply Exporters' Assoc., 1972Vol. -, Pg. 81, 1972.
rat LD50 intraperitoneal 395mg/kg (395mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Oyo Yakuri. Pharmacometrics. Vol. 12, Pg. 385, 1976.
rat LD50 oral 1100mg/kg (1100mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Oyo Yakuri. Pharmacometrics. Vol. 12, Pg. 385, 1976.
rat LD50 subcutaneous 3060mg/kg (3060mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Oyo Yakuri. Pharmacometrics. Vol. 12, Pg. 385, 1976.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 212 deg C   EXP
log P (octanol-water) 3.620 (none)   EST
Atmospheric OH Rate Constant 5.52E-11 cm3/molecule-sec 25 EST

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