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Substance Name: Lafutidine [INN]
RN: 118288-08-7
InChIKey: KMZQAVXSMUKBPD-DJWKRKHSSA-N

Classification Codes

  • Anti-Ulcer Agents
  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
  • Histamine Agents
  • Histamine Antagonists
  • Histamine H2 Antagonists
  • Neurotransmitter Agents

Molecular Formula

  • C22-H29-N3-O4-S

Molecular Weight

  • 431.554
 
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Names and Synonyms

Name of Substance

  • Lafutidine
  • Lafutidine [INN]

Synonyms

  • (+-)-2-(Furfurylsulfinyl)-N-((Z)-4-((4-(piperidinomethyl)-2-pyridyl)oxy)-2-butenyl) acetamide
  • (+-)-2-(Furfurylsulfinyl)-N-(4-(4-(piperidinomethyl)-2-pyridyl)oxy-(Z)-2-butenyl)acetamide
  • FRG 8813
  • FRG-8813
  • Lafutidine
  • N-(4-(4-Piperidinylmethyl)pyridyl-2-oxy)butenyl-2-(furfurylsulfinyl)acetamide

Systematic Names

  • (+-)-2-(Furfurylsulfinyl)-N-((Z)-4-((4-(piperidinomethyl)-2-pyridyl)oxy)-2-butenyl) acetamide
  • Acetamide, 2-((2-furanylmethyl)sulfinyl)-N-(4-((4-(1-piperidinylmethyl)-2-pyridinyl)oxy)-2-butenyl)-, (Z)-

Registry Numbers

CAS Registry Number

  • 118288-08-7

Other Registry Number

  • 143375-16-0

System Generated Number

  • 0118288087

Structure Descriptors

InChI

1S/C22H29N3O4S/c26-21(18-30(27)17-20-7-6-14-28-20)23-9-2-5-13-29-22-15-19(8-10-24-22)16-25-11-3-1-4-12-25/h2,5-8,10,14-15H,1,3-4,9,11-13,16-18H2,(H,23,26)/b5-2-

InChIKey

KMZQAVXSMUKBPD-DJWKRKHSSA-N

Smiles

o1cccc1C[S@@](CC(NC\C=C/COc1nccc(c1)CN1CCCCC1)=O)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 400mg/kg (400mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR

GASTROINTESTINAL: NAUSEA OR VOMITING
Oyo Yakuri. Pharmacometrics. Vol. 50, Pg. 417, 1995.
mouse LD50 intravenous 47900ug/kg (47.9mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Oyo Yakuri. Pharmacometrics. Vol. 50, Pg. 143, 1995.
mouse LD50 oral 1034mg/kg (1034mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Oyo Yakuri. Pharmacometrics. Vol. 50, Pg. 143, 1995.
rat LD50 intravenous 84mg/kg (84mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Oyo Yakuri. Pharmacometrics. Vol. 50, Pg. 143, 1995.
rat LD50 oral 1248mg/kg (1248mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Oyo Yakuri. Pharmacometrics. Vol. 50, Pg. 143, 1995.