Lafutidine

CAS NO.：118288-08-7
Empirical Formula: C22H29N3O4S
Molecular Weight: 431.55
MDL number: MFCD00867520
EINECS: 601-513-8
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-19 23:02:33

What is Lafutidine?

Description

Lafutidine was launched in Japan for the treatment of gastritis, reflux oesophagitis and peptic ulcers. It can be prepared in eight steps from 4-(2-tetrahydropyranyloxy)-2(Z)-butenl- ol. Lafutidine is a potent and longer-acting H₂ antagonist compared to other marketed compounds of its class such as cimetidine and famotidine. In contrast to other commercially available H₂ antagonists, lafutidine also exerts a gastroprotective action probably via capsaicin-sensitive afferent nerves. It was clinically effective in the treatment of nonsteroidal antiinflammatory drug-induced ulcer in patients refractory to existing antiulcer agents.

Description

Lafutidine is a histamine H₂ receptor antagonist with gastroprotective activity. It inhibits histamine-induced cAMP production in CHO cells expressing human histamine H₂ receptors when used at a concentration of 10 nM. Intragastric administration of lafutidine (3, 10, and 30 mg/kg) reduces hemorrhagic esophageal lesion size and gastric acid secretion in a rat model of pyloric ligation-induced reflux esophagitis. It prevents 5-fluorouracil-induced intestinal mucositis, diarrhea, and body weight loss in wild-type, but not Trpv1^-/- or sensory deafferented, mice when administered at doses ranging from 3 to 30 mg/kg. Lafutidine (10 mg/kg) also reduces indomethacin-induced antral ulcer size in wild-type, but not chemically-deafferented, rats.

Originator

Fujirebio (Japan)

The Uses of Lafutidine

Lafutidine, a newly developed histamine H(2)-receptor antagonist, inhibits gastric acid secretion

The Uses of Lafutidine

Second generation histamine H2-receptor antagonist. Antiulcerative

The Uses of Lafutidine

(Z)-2-((Furan-2-ylmethyl)sulfinyl)-n-(4-((3-(piperidin-1-ylmethyl)pyridin-2-yl)oxy)but-2-en-1-yl)acetamide is a Histaminic H2 receptor antagonists in ulcer disease. Also, it is a model compound used to investigate the binding mechanism between antiulcer drugs and human serum albumin (HSA).

Definition

ChEBI: Lafutidine is an organic molecular entity.

brand name

Stogar, Protecadin

Properties of Lafutidine

Melting point:	92.7-94.9°
Boiling point:	704.2±60.0 °C(Predicted)
Density	1.252±0.06 g/cm3(Predicted)
storage temp.	Sealed in dry,Store in freezer, under -20°C
Water Solubility	Insoluble in water
solubility	DMF:5.0(Max Conc. mg/mL);11.59(Max Conc. mM) DMSO:48.67(Max Conc. mg/mL);112.77(Max Conc. mM) DMSO:PBS (pH 7.2) (1:10):0.09(Max Conc. mg/mL);0.21(Max Conc. mM) Ethanol:9.0(Max Conc. mg/mL);20.86(Max Conc. mM)
pka	13.13±0.46(Predicted)
form	powder to crystal
color	White to Orange to Green
CAS DataBase Reference	118288-08-7(CAS DataBase Reference)

Safety information for Lafutidine

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.