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Lafutidine

CAS No.
118288-08-7
Chemical Name:
Lafutidine
Synonyms
Stogar;LACTITOL;frg-8813;Protecadin;LAFUTIDINE;Laflutidine;Lafurtidine;118288-08-07;enyl)acetamide;Lafutidine API
CBNumber:
CB4297653
Molecular Formula:
C22H29N3O4S
Molecular Weight:
431.55
MDL Number:
MFCD00867520
MOL File:
118288-08-7.mol
MSDS File:
SDS
Last updated:2025-09-15 08:31:26

Lafutidine Properties

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)
form powder to crystal
pka 13.13±0.46(Predicted)
color White to Orange to Green
InChIKey KMZQAVXSMUKBPD-DJWKRKHSSA-N
SMILES C(NC/C=C\COC1=NC=CC(CN2CCCCC2)=C1)(=O)CS(CC1=CC=CO1)=O
CAS DataBase Reference 118288-08-7(CAS DataBase Reference)
FDA UNII 49S4O7ADLC
ATC code A02BA08
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Safety Statements  24/25
HS Code  29349990
NFPA 704
0
1 0

Lafutidine price More Price(43)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1611 Lafutidine ≥98% (HPLC) 118288-08-7 10 mg $91.67 2025-07-31 Buy
Sigma-Aldrich SML1611 Lafutidine ≥98% (HPLC) 118288-08-7 50 mg $182 2025-07-31 Buy
TCI Chemical L0341 Lafutidine 118288-08-7 25MG $16 2025-07-31 Buy
TCI Chemical L0341 Lafutidine 118288-08-7 1G $266 2025-07-31 Buy
Cayman Chemical 30275 Lafutidine 118288-08-7 25mg $44 2024-03-01 Buy
Product number Packaging Price Buy
SML1611 10 mg $91.67 Buy
SML1611 50 mg $182 Buy
L0341 25MG $16 Buy
L0341 1G $266 Buy
30275 25mg $44 Buy

Lafutidine Chemical Properties,Uses,Production

Description

Lafutidine is a second generation of H2-receptor antagonist. H2-receptor antagonist can strongly inhibit gastric acid secretion compared with conventional drugs such as antacids. Unlike conventional H2-receptor antagonist, lafutidine inhibits gastric acid secretion during daytime as well as nighttime in clinical studies in humans. Lafutidine also has gastroprotective activity independent of its acid antisecretory efficacy, preventing noxious agent-induced gastric mucosal injury and accelerating the repair process following gastric mucosal damage. It also protects experimentally induced reflux esophagitis, indomethacin-induced intestinal, and dextran sulfate sodium-induced colonic inflammation.
Lafutidine is used for gastric and duodenal ulcers. It is also confirmed that lafutidine can be used as an empiric treatment and superior efficacy for primary care practice patients with dyspepsia.

References

[1] Tomohiko Shimatani, Masaki Inoue, Tomoko Kuroiwa, Jing Xu, Masuo Nakamura, Susumu Tazuma, Kazuro Ikawa, Norifumi Morikawa (2006) Lafutidine, a Newly Developed Antiulcer Drug, Elevates Postprandial Intragastric pH and Increases Plasma Calcitonin Gene-Related Peptide and Somatostatin Concentrations in Humans: Comparisons with Famotidine, Digestive Diseases and Sciences, 51, 114-120
[2] Bhupesh Dewan, Nisha Philipose (2011) Lafutidine 10 mg versus Rabeprazole 20 mg in the Treatment of Patients with Heartburn-Dominant Uninvestigated Dyspepsia: A Randomized, Multicentric Trial, Gastroenterology Research and Practice, 2011, Article ID 640685
[3] https://www.drugs.com

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)

Uses

(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).

Uses

Second generation histamine H2-receptor antagonist. Antiulcerative

Uses

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

Definition

ChEBI: Lafutidine is an organic molecular entity.

brand name

Stogar, Protecadin

References

[1] Y. FUKUSHIMA. Potent and Long-Lasting Action of Lafutidine on the Human Histamine H2 Receptor[J]. Digestion, 2001, 64 1: 155-160. DOI: 10.1159/000048856
[2] KENJI NAGAHAMA. Protective effect of lafutidine, a novel H2-receptor antagonist, on reflux esophagitis in rats through capsaicin-sensitive afferent neurons.[J]. Journal of pharmacological sciences, 2003, 93 1: 55-61. DOI: 10.1254/jphs.93.55
[3] T SANO. Lafutidine, a histamine H2 receptor antagonist with mucosal protective properties, attenuates 5-fluorouracil-induced intestinal mucositis in mice through activation of extrinsic primary afferent neurons.[J]. Journal of Physiology and Pharmacology, 2017, 68 1: 79-90.
[4] S ONODERA. Gastroprotective mechanism of lafutidine, a novel anti-ulcer drug with histamine H2-receptor antagonistic activity.[J]. Arzneimittel-Forschung-Drug Research, 1999, 49 6: 519-526. DOI: 10.1055/s-0031-1300454

118289-22-8
118288-08-7
Synthesis of Lafutidine from 118289-22-8
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View Lastest Price from Lafutidine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Lafutidine pictures 2025-09-15 Lafutidine
118288-08-7
0.99 RongNa Biotechnology Co.,Ltd
Lafutidine pictures 2025-09-15 Lafutidine
118288-08-7
US $0.00 / Kg/Bag 10g 98.5%min 10kg WUHAN FORTUNA CHEMICAL CO., LTD
Lafutidine pictures 2025-09-15 Lafutidine
118288-08-7
US $66.00-41.00 / mg 100.00% 10g TargetMol Chemicals Inc.
  • Lafutidine pictures
  • Lafutidine
    118288-08-7
  • 0.99
  • RongNa Biotechnology Co.,Ltd
  • Lafutidine pictures
  • Lafutidine
    118288-08-7
  • US $0.00 / Kg/Bag
  • 98.5%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Lafutidine pictures
  • Lafutidine
    118288-08-7
  • US $66.00-41.00 / mg
  • 100.00%
  • TargetMol Chemicals Inc.

Lafutidine Spectrum

n-(4-(4-piperidinylmethyl)pyridyl-2-oxy)butenyl-2-(furfurylsulfinyl)acetamide 2-((Furan-2-ylMethyl)sulfinyl)-N-(4-((4-(piperidin-1-ylMethyl)pyridin-2-yl)oxy)but-2-en-1-yl)acetaMide (Z)-2-((Furan-2-ylMethyl)sulfinyl)-N-(4-((3-(piperidin-1-ylMethyl)pyridin-2-yl)oxy)but-2-en-1-yl)acetaMide Adefovir Dipivioxil (Z)-2-((Furan-2-ylmethyl)sulfinyl)-N-(4-((3-(piperidin-1-ylmethyl)pyridin-2-yl)oxy)but-2-en-1-yl) (Z)-2-((Furan-2-ylmethyl)sulfinyl)-N-(4-((3-(piperidin-1-ylmethyl)pyridin-2-yl)oxy)but-2-en-1- LAFUTIDINE(SUBJECTTOPATENTFREE) 118288-08-07 LACTITOL 2-[(2-Furanylmethyl)sulfinyl]-N-[(2Z)-4-[[4-(1-piperidinylmethyl)-2-pyridinyl]oxy]-2-buten-1-yl]acetamide Laflutidine Protecadin Stogar 2-[(2-Furanylmethyl)sulfinyl]-N-[(2Z)4-[[4-(1-piperidinylmethyl)-2-pyridinyl] oxy]-2-butenyl]-acetamide LAFUTIDINE (+-)-2-(furfurylsulfinyl)-n-(4-(4-(piperidinomethyl)-2-pyridyl)oxy-(z)-2-but (z)-inyl)oxy)-2-butenyl) acetamide,2-((2-furanylmethyl)sulfinyl)-n-(4-((4-(1-piperidinylmethyl)-2-pyrid enyl)acetamide frg-8813 2-(2-furanylmethylsulfinyl)-N-[2-hydroxy-4-[4-(4-piperidinylmethyl)-2-pyridinyl]but-1-enyl]acetamide Lafutidine Lafutidine (Z)-2-[(Furan-2-ylmethyl)sulfinyl]-N-[4-[[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxy]but-2-en-1-yl]acetamide Lafutidine USP/EP/BP 2-(furan-2-ylmethylsulfinyl)-N-[(Z)-4-[4-(piperidin-1-ylmethyl)pyridin-2-yl]oxybut-2-enyl]acetamide (+)-(Z)-2-((Furan-2-ylmethyl)sulfinyl)-N-(4-((4-(piperidin-1-ylmethyl)pyridin-2-yl)oxy)but-2-en-1-yl)acetamide Lafutidine (FRG-8813) LafutidineQ: What is Lafutidine Q: What is the CAS Number of Lafutidine Q: What is the storage condition of Lafutidine Q: What are the applications of Lafutidine Lafutidine API R)-Palonosetron Hydrochloride Lafutidine Tablets Lafurtidine Lafutidine, 10 mM in DMSO 118288-08-7 118288-89-7 118288-08-07 118288-08-1 18288-08-7 C22H29N3O4S Other APIs Active Pharmaceutical Ingredients Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Sulfur & Selenium Compounds