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Substance Name: Glafenine [INN:DCF:JAN]
RN: 3820-67-5
UNII: 46HL4I09AH
InChIKey: GWOFUCIGLDBNKM-UHFFFAOYSA-N

Note

  • An anthranilic acid derivative with analgesic properties used for the relief of all types of pain.

Molecular Formula

  • C19-H17-Cl-N2-O4

Molecular Weight

  • 372.8063
 

Classification Codes

  • Analgesics
  • Analgesics, Non-Narcotic
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Human Data
  • Peripheral Nervous System Agents
  • Sensory System Agents
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Names and Synonyms

Name of Substance

  • Glafenine
  • Glafenine [INN:DCF:JAN]

MeSH Heading

  • Glafenine

Synonyms

  • 4-((2-Carboxyphenyl)amino)-7-chloroquinoline alpha-monoglyceride
  • 4-(2'-(beta,gamma-Dihydroxypropoxycarbonyl)phenylamino)-7-chloroquinoleine
  • 4-(2'-(beta,gamma-Dihydroxypropoxycarbonyl)phenylamino)-7-chloroquinoleine [French]
  • 4-(2'-beta,gamma-Dihydroxypropoxycarbonylphenylamino)-7-chloroquinoline
  • Adalgur
  • Adalgur [French]
  • Alicidon
  • Benzoic acid, 2-((7-chloro-4-quinolinyl)amino)-, 2,3-dihydroxypropyl ester
  • BRN 0497124
  • Dolomate
  • EINECS 223-315-7
  • Glafenin
  • Glafenina
  • Glafenina [INN-Spanish]
  • Glafenine
  • Glafeninum
  • Glafeninum [INN-Latin]
  • Glaphenin
  • Glaphenine
  • Glicafan
  • Glifan
  • Glifanan
  • Glifanar
  • Glycerylaminophenaquine
  • Privadol
  • R 1707
  • UNII-46HL4I09AH

Systematic Names

  • 2,3-Dihydroxypropyl N-(7-chloro-4-quinolyl) anthranilate
  • Anthranilic acid, N-(7-chloro-4-quinolyl)-, 2,3-dihydroxypropyl ester
  • Benzoic acid, 2-((7-chloro-4-quinolinyl)amino)-, 2,3-dihydroxypropyl ester
  • Glafenine

Registry Numbers

CAS Registry Number

  • 3820-67-5

FDA UNII

  • 46HL4I09AH

System Generated Number

  • 0003820675

Structure Descriptors

InChI

1S/C19H17ClN2O4/c20-12-5-6-14-17(7-8-21-18(14)9-12)22-16-4-2-1-3-15(16)19(25)26-11-13(24)10-23/h1-9,13,23-24H,10-11H2,(H,21,22)

InChIKey

GWOFUCIGLDBNKM-UHFFFAOYSA-N

Smiles

c1ccc(c(c1)C(=O)OCC(CO)O)Nc2ccnc3c2ccc(c3)Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 11429ug/kg (11.429mg/kg)   Netherlands Journal of Medicine. Vol. 27, Pg. 35, 1984.
man TDLo oral 11429ug/kg (11.429mg/kg) LIVER: LIVER FUNCTION TESTS IMPAIRED Netherlands Journal of Medicine. Vol. 27, Pg. 35, 1984.
mouse LD50 intraperitoneal 74gm/kg (74000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 22, Pg. 1343, 1980.
mouse LD50 oral 1486mg/kg (1486mg/kg) BEHAVIORAL: ANALGESIA Farmaco, Edizione Scientifica. Vol. 38, Pg. 847, 1983.
rat LD50 oral 2300mg/kg (2300mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Therapie. Vol. 34, Pg. 377, 1979.
women TDLo oral 360mg/kg/13W- (360mg/kg) LIVER: "JAUNDICE, CHOLESTATIC"

LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL"

LIVER: "HEPATITIS, FIBROUS (CIRRHOSIS, POST-NECROTIC SCARRING)"
Netherlands Journal of Medicine. Vol. 27, Pg. 35, 1984.
women TDLo unreported 120mg/kg/10D- (120mg/kg)   Therapie. Vol. 37, Pg. 327, 1982.
women TDLo unreported 120mg/kg/10D- (120mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE"

BLOOD: EOSINOPHILIA
Therapie. Vol. 37, Pg. 327, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 169.5 deg C   EXP
log P (octanol-water) 3.660 (none)   EST
Water Solubility 4.00E+04 mg/L   EXP
Atmospheric OH Rate Constant 1.36E-10 cm3/molecule-sec 25 EST

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