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Famotidine

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Name

Famotidine

EINECS 616-396-9
CAS No. 76824-35-6 Density 1.838 g/cm3
PSA 235.25000 LogP 3.11400
Solubility 1.1 mg/mL Melting Point 163-164 °C
Formula C8H15N7O2S3 Boiling Point 662.383 °C at 760 mmHg
Molecular Weight 337.451 Flash Point 354.397 °C
Transport Information N/A Appearance white powder
Safety 22-24/25-53-45-36/37/39 Risk Codes 20/21/22-45-61
Molecular Structure Molecular Structure of 76824-35-6 (Propanimidamide,3-[[[2-[(aminoiminomethyl)amino]-4-thiazolyl]methyl]thio]-N-(aminosulfonyl)-) Hazard Symbols ToxicT
Synonyms

Apo-Famotidine;Apogastine;Bestidine;Gastrodomina;Gastropen;N-(Aminosulfonyl)-3-[[[2-[(diaminomethylene)amino]-4-thiazolyl]methyl]thio]propanimidamide;PepcidinRapitab;3-[(2-Diaminomethyleneaminothiazol-4-yl)methylthio]-N-sulfamoylpropionamidine;

 

Famotidine Synthetic route

76823-94-4

methyl 3-<<<2-<(diaminomethylene)amino>-4-thiazolyl>methyl>thio>propionimidate

76824-35-6

famotidine

Conditions
ConditionsYield
With SULFAMIDE In methanol for 47h; Ambient temperature;54.7%

Famotidine History

1、Famotidine was developed by Merck & Co. and is marketed by a joint venture between Merck and Johnson & Johnson.
2、It was first marketed in 1985. Pepcid RPD orally-disintegrating tablets (that are not swallowed) were released in 1999. Generic preparations became available in 2001.
3、In the United States, a product called Pepcid Complete is available that combines famotidine with an antacid in a chewable tablet to ameliorate the relatively slow onset of effects. In the UK, this product is known as Pepcidtwo.

Famotidine Specification

The Famotidine, with the CAS registry number 76824-35-6, is also known as 2-[4-[2-(Amino-sulfamoylimino-methyl)ethylsulfanylmethyl]-1,3-thiazol-2-yl]guanidine; N'-(Aminosulfonyl)-3-([2-(diaminomethyleneamino)-4-thiazolyl]methylthio)propanamidine. It belongs to the product categories of Intermediates & Fine Chemicals; Pharmaceuticals; API's; Histamine Receptor; Amines; Heterocycles; Sulfur & Selenium Compounds. This chemical's molecular formula is C8H15N7O2S3 and molecular weight is 337.45. What's more, its systematic name is called 3-[({2-[(Diaminomethylene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]-N'-sulfamoylpropanimidamide. It should be stored in a cool, dry and well-ventilated place. Famotidine is a histamine H2-receptor antagonist that inhibits stomach acid production, and it is commonly used in the treatment of peptic ulcer disease (PUD) and gastroesophageal reflux disease. It can be used as histamine H2-receptor antagonist an Antiulcerative. 

Physical properties about Famotidine are: (1)ACD/LogP: -0.64; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -2.50; (4)ACD/LogD (pH 7.4): -1.27; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 2.52; (9)#H bond acceptors: 9; (10)#H bond donors: 8; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 237.75 Å2; (13)Index of Refraction: 1.808; (14)Molar Refractivity: 79.06 cm3; (15)Molar Volume: 183.554 cm3; (16)Polarizability: 31.342×10-24cm3; (17)Surface Tension: 97.307 dyne/cm; (18)Density: 1.838 g/cm3; (19)Flash Point: 354.397 °C; (20)Enthalpy of Vaporization: 97.443 kJ/mol; (21)Boiling Point: 662.383 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Uses of Famotidine: it is used to produce other chemicals. For example, it can produce 3-(2-guanidino-thiazol-4-ylmethylsulfanyl)-propionamide. This reaction needs reagent NH3 at temperature of 60-65 °C. The reaction time is 20 min. The yield is 97 %.

Famotidine can produce 3-(2-guanidino-thiazol-4-ylmethylsulfanyl)-propionamide.

When you are dealing with this chemical, you should be very careful. This chemical damage to health at low levels cause. It is harmful by inhalation, in contact with skin and if swallowed. It may cause cancer and may cause harm to the unborn child. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. The gas can not be breathed and you should avoid contacting with skin and eyes. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=S(=O)(N=C(N)CCSCc1nc(/N=C(/N)N)sc1)N
(2) InChI: InChI=1S/C8H15N7O2S3/c9-6(15-20(12,16)17)1-2-18-3-5-4-19-8(13-5)14-7(10)11/h4H,1-3H2,(H2,9,15)(H2,12,16,17)(H4,10,11,13,14)
(3) InChIKey: XUFQPHANEAPEMJ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 4mg/kg/7D-I (4mg/kg)   Annals of Pharmacotherpy. Vol. 28, Pg. 40, 1994.
man TDLo oral 209mg/kg/1Y-I (209mg/kg) CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE American Journal of Medicine. Vol. 108, Pg. 438, 2000.
mouse LD50 intraperitoneal 778mg/kg (778mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Oyo Yakuri. Pharmacometrics. Vol. 26, Pg. 147, 1983.
mouse LD50 intravenous 254mg/kg (254mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 16, Pg. 590, 1985.
mouse LD50 oral 4686mg/kg (4686mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 16, Pg. 590, 1985.
mouse LD50 subcutaneous 800mg/kg (800mg/kg)   Digestion. Vol. 32(Suppl,
rat LD50 intraperitoneal 800mg/kg (800mg/kg)   Digestion. Vol. 32(Suppl,
rat LD50 intravenous 204mg/kg (204mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 18, Pg. 6125, 1984.
rat LD50 oral 4049mg/kg (4049mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 544, 1988.
rat LD50 subcutaneous 800mg/kg (800mg/kg)   Digestion. Vol. 32(Suppl,

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