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Substance Name: Lansoprazole [USAN:USP:INN:BAN]
RN: 103577-45-3
UNII: 0K5C5T2QPG
InChIKey: MJIHNNLFOKEZEW-UHFFFAOYSA-N

Note

  • A 2,2,2-trifluoroethoxypyridyl derivative of timoprazole that is used in the therapy of STOMACH ULCERS and ZOLLINGER-ELLISON SYNDROME. The drug inhibits H(+)-K(+)-EXCHANGING ATPASE which is found in GASTRIC PARIETAL CELLS. Lansoprazole is a racemic mixture of (R)- and (S)-isomers.

Molecular Formula

  • C16-H14-F3-N3-O2-S

Molecular Weight

  • 369.366
 

Classification Codes

  • Anti-Infective Agents
  • Anti-Ulcer Agents
  • Anti-Ulcerative
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Gastrointestinal Agents
  • Proton Pump Inhibitors
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Lansoprazole
  • Lansoprazole [USAN:USP:INN:BAN]

MeSH Heading

  • Lansoprazole

Synonyms

  • 2-(((3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl)methyl)sulfinyl)-1H-benzimidazole
  • 2-(((3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl)methyl)sulfinyl)benzimidazole
  • A 65006
  • A-65006
  • AG 1749
  • AG-1749
  • Agopton
  • Amarin
  • Aprazol
  • Bamalite
  • Blason
  • BRN 4333393
  • Compraz
  • Dakar
  • HSDB 7204
  • Ilsatec
  • Ketian
  • Lancid
  • Lanproton
  • Lansopep
  • Lansoprazol
  • Lansoprazol [INN-Spanish]
  • Lansoprazole
  • Lansoprazolum
  • Lansoprazolum [INN-Latin]
  • Lanston
  • Lanz
  • Lanzol-30
  • Lanzopral
  • Lanzor
  • Lasoprol
  • Limpidex
  • Mesactol
  • Monolitum
  • Ogastro
  • Opiren
  • Prevacid
  • Prevacid 24HR
  • Prevacid I.V.
  • Prevacid IV
  • Prevacid SoluTab
  • Prezal
  • Pro Ulco
  • Promp
  • Prosogan
  • Suprecid
  • TAK 390MR
  • TAK-390MR
  • Takepron
  • Ulpax
  • UNII-0K5C5T2QPG
  • Zoprol
  • Zoton

Systematic Name

  • 1H-Benzimidazole, 2-(((3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl)methyl)sulfinyl)-

Registry Numbers

CAS Registry Number

  • 103577-45-3

FDA UNII

  • 0K5C5T2QPG

System Generated Number

  • 0103577453

Structure Descriptors

InChI

1S/C16H14F3N3O2S/c1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)

InChIKey

MJIHNNLFOKEZEW-UHFFFAOYSA-N

Smiles

c12c(nc([nH]1)[S@@](Cc1c(c(ccn1)OCC(F)(F)F)C)=O)cccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 2gm/kg (2000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 35, Pg. 387, 1993.
mouse LD50 intraperitoneal > 5gm/kg (5000mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,
mouse LD50 oral > 5gm/kg (5000mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,
mouse LD50 subcutaneous > 5gm/kg (5000mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,
mouse LDLo intravenous 75mg/kg (75mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 24, Pg. 905, 1996.
rat LD50 intraperitoneal 5gm/kg (5000mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,
rat LD50 oral > 5gm/kg (5000mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,
rat LD50 subcutaneous > 5gm/kg (5000mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 18(Suppl,
rat LDLo intravenous 58mg/kg (58mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: ATAXIA
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 24, Pg. 905, 1996.