ChemicalBook
Chinese Japanese Germany Korea

Orlistat

Indications and Usage Mechanism of Action Pharmacokinetics Drug Interactions Side Effects Warnings and Precautions
Orlistat
Orlistat structure
CAS No.
96829-58-2
Chemical Name:
Orlistat
Synonyms
XENICAL;oristat;Olistat;ORLISTAT;HY-B0218;Orlistate;Orlipastat;RO-18-0647;ORLIPASTATUM;Ro 18-0647/002
CBNumber:
CB2431985
Molecular Formula:
C29H53NO5
Formula Weight:
495.73
MOL File:
96829-58-2.mol

Orlistat Properties

Melting point:
<50 °C
alpha 
D20 -32.0° (c = 1 in chloroform)
storage temp. 
2-8°C
solubility 
DMSO: 19 mg/mL
form 
solid
color 
white
Merck 
14,6869
InChIKey
AHLBNYSZXLDEJQ-FWEHEUNISA-N
CAS DataBase Reference
96829-58-2(CAS DataBase Reference)
SAFETY
  • Risk and Safety Statements
WGK Germany  3
RTECS  OH3167600
HS Code  29322090

Orlistat price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich O4139 Orlistat ≥98%, solid 96829-58-2 25mg $126 2018-11-13 Buy
Sigma-Aldrich 1478800 Orlistat United States Pharmacopeia (USP) Reference Standard 96829-58-2 200mg $784 2018-11-13 Buy
TCI Chemical O0381 Orlistat >97.0%(HPLC)(N) 96829-58-2 100mg $116 2018-11-22 Buy
TCI Chemical O0381 Orlistat >97.0%(HPLC)(N) 96829-58-2 1g $570 2018-11-22 Buy
Alfa Aesar J62999 Orlistat, 98% 96829-58-2 100mg $116 2018-11-13 Buy

Orlistat Chemical Properties,Uses,Production

Indications and Usage

Orlistat is an internationally recognized new form of weight loss drug. Its commercial name is Sainike and first went on sale in New Zealand in 1998. Orlistat is a long-term and highly effective specific gastrointestinal lipase inhibitor, and it is insoluble in water, soluble in chloroform, and easily soluble in ethanol.
Orlistat can be used clinically to treat obesity. Usually, a dose of 120mg is taken three times a day within one hour of a meal. Weight loss begins to occur after two weeks of usage. It can be used continuously for 6-12 months, and its effects will cease to increase after daily dosage exceeds 400mg. This drug is suitable to be used in combination with a low-calorie diet by obese and overweight individuals, and it can also be used as long-term treatment for patients who have faced weight-related risk factors. Orlistat has a long-term weight-control effect that reduces and maintains weight and prevents against rebounding. Using Orlistat can lower the occurrences of weight-related risk factors and diseases, including hypercholesterolemia, type-2 diabetes, impaired glucose tolerance, hyperinsulinemia, and hypertension, and it can reduce the fat content in organs. Orlistat also adjusts blood lipid levels: it can decrease serum triglycerides (TG) and low density lipoprotein cholesterol (LDL-C), and it can increase the ratio of high density lipoproteins to low density lipoproteins in obese patients.

Mechanism of Action

Orlistat is a type of lipase inhibiting weight loss drug and is a hydrated derivative of lipostatin. Orlistat effectively and selectively inhibits stomach lipase and pancreatic lipase, while having no impact on other digestive enzymes (such as amylase, trypsin and chymotrypsin) and on phospholipase, nor does it affect the absorption of carbohydrates, protein and phospholipids. This drug is not absorbed though the gastrointestinal tract and has a reversible inhibiting effect on lipase. Orlistat deactivates enzymes by covalent binding to the serine residue on the active sites of stomach and pancreatic lipase. This prevents the fat in food from being broken down into free fatty acids and diacylglycerol, so it cannot be absorbed, lowering caloric intake and therefore controlling body weight. This drug does not need to be absorbed by the entire body to take effect. Orlistat’s pharmacological activity is dose dependent: a treatment dosage of Orlistat (120mg/d, tid, taken with meals), combined with a low-calorie diet, can reduce up to 30% of fat absorption. In a study comparing normal and obese volunteers, Orlistat was basically not absorbed by the body at all and had a very low blood concentration. After a single oral dosage (the largest being 800mg), the blood concentration of Orlistat in the following 8 hours was <5 ng/ml. Typically, a treatment dosage of Orlistat is only minimally absorbed by the body and will not accumulate in a short treatment period. In an in vitro experiment, Orlistat’s binding rate with other serum proteins exceeded 99% (bound proteins were mainly lipoproteins and albumin), and its binding rate with red blood cells was very low.

Pharmacokinetics

Minimal absorption when ingested orally, can be metabolized and deactivated in the intestinal tract, metabolizing area is the stomach wall, clearing half-life is about 14-19 hours. A study of obese patients showed that the essentially unabsorbed Orlistat produced two main metabolites in blood: M1(4 lactone ring hydrolysate) and M3 (M1 adhered to an N-leucine cleavage product) compose 42% of total blood concentration. M1 and M3 have extremely weak inhibiting effects on lipase and can both be excreted through bile. About 97% of the drug is excreted through feces, 83% of which is excreted in its original form. The cumulative renal output of Orlistat and its metabolites is lower than 2%, and the complete excretion of the drug (through feces and urine) requires 3-5 days.

Drug Interactions

May reduce absorption of vitamin A, D and E; take supplements when using this drug. Any preparations containing vitamin A, D or E (such as compound vitamin preparations), should be taken 2 hours after this drug or before bed.
Type-2 diabetes patients may need to decrease dosage of antidiabetic drugs (such as sulfonylurea).
Combined use with cyclosporine may lower the blood concentration of the latter drug.
Combined use with amiodarone may reduce absorption of the latter drug, thus decreasing its curative effects.

Side Effects

There have been rare cases of Orlistat use leading to elevated transaminase, elevated alkaline phosphatase, and severe hepatitis. There have also been cases of liver failure, some of which required liver transplant surgery or led to death. Orlistat has also had rare reports of allergic reactions, mostly including itchiness, rashes, hives, neurovascular edema, bronchospasm and allergic reactions, as well as very rare reports of herpes. Monitoring of sales also found reports of pancreatitis.

Warnings and Precautions

Orlistat has led to rare cases of acute hepatocellular necrosis and acute liver failure, some of which required liver transplants or led to death. Thus, prescribing physicians must inform patients to immediately cease use of Orlistat and other suspicious drugs and seek inspection for liver functions if any symptoms or signs of liver function abnormalities occur (such as reduced appetite, itchiness, jaundice, dark urine, light feces, or pain in the upper right quadrant).

Description

Orlistat was launched in the UK as Xenical for the long-term treatment of obesity, preferably in conjunction with a moderately reduced calorie diet. Orlistat is a tetrahydro-derivative of the natural hypolipaemic lipstatin (from Streptomyces toxyfncini) and can be obtained either by hydrogenation of lipstatine or by several different synthetic ways involving many steps from ( S ) - rnalic acid. Orlistat is a potent inhibitor of gastrointestinal lipases required for the lipolysis and digestion of dietary fat, in particular of pancreatic lipase ; as a result, it prevents the absorption of about one third of the fat contained in food and acts as an effective weight-reducing therapy. The outcomes of several clinical trials involving thousands of obese patients showed that Orlistat promotes a significant weight loss (often between 5 and 10% after one year) and improves cardiovascular risk factors such as total cholesterol, LDL/HDL ratio, blood glucose levels, insulin, blood pressure. Orlistat has minimal systemic absorption, the majority of the compound itself being recovered in the feces ; it does not affect other gastrointestinal processes, or the absorption of other rnacronutrients such as carbohydrates and proteins.

Chemical Properties

Off-White Solid

Originator

Roche (Switzerland)

Uses

An antiobesity agent. A pancreatic lipase inhibitor. Antiobesity agent.

Uses

antidiabetic

Uses

Orlistat is an antiobesity agent. Orlistat is an pancreatic lipase inhibitor.

Uses

Tetrahydrolipstatin (orlistat) is a semi-synthetic derivative of lipstatin, a metabolite isolated from Streptomyces toxytricini. Tetrahydrolipstatin acts as a potent, irreversible inhibitor of pancreatic lipase. In vivo, it blocks the absorption of triglycerides while allowing fatty acid absorption. Tetrahydrolipstatin is widely used for the treatment of obesity.

brand name

Xenical (Roche).

Biological Activity

Hypolipemic pancreatic, gastric and carboxylester lipase inhibitor. Exhibits no activity at phospholipase A 2 , liver esterase, trypsin and chymotrypsin. Inhibits the thioesterase domain of fatty acid synthase, leading to cell cycle arrest at the G 1 /S boundary in vitro . Prevents the absorption of approximately one third of fat from food and exhibits progastrokinetic, antiobesity and antihypercholesterolemic activity in vivo .

Orlistat Preparation Products And Raw materials

Raw materials

Preparation Products


Orlistat Suppliers

Global( 338)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Jinan Shengqi pharmaceutical Co,Ltd
86+18663751872
christine@shengqipharm.com CHINA 556 58
HubeiwidelychemicaltechnologyCo.,Ltd
18627774460
faith@widelychemical.com CHINA 571 58
Beijing Cooperate Pharmaceutical Co.,Ltd.
+86-10-60279497 +86(0)15646567669
+86-10-60279497 sales01@cooperate-pharm.com CHINA 1817 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682; +8618874586545
02783214688 bruce@xrdchem.cn CHINA 535 55
Jinan Jianfeng Chemical Co., Ltd
15562555968
info@pharmachemm.com CHINA 295 58
Hebei Chisure Biotechnology Co., Ltd.
+8613292890173
0311 66567340 luna@speedgainpharma.com CHINA 1017 58
Hebei Guanlang Biotechnology Co., Ltd.
+8619930501651
breeduan@crovellbio.com CHINA 2314 58
Capot Chemical Co.,Ltd.
+86 (0)571-855 867 18
+86 (0)571-858 647 95 sales@capotchem.com China 19918 60
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3194 55
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21696 58

View Lastest Price from Orlistat manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2019-02-28 Orlistat
96829-58-2
US $580.00 / kg 100mg 98 5MT Jinan Shengqi pharmaceutical Co,Ltd
2019-07-11 Orlistat
96829-58-2
US $0.00 / KG 1KG 99% 20 TONS Jinan Jianfeng Chemical Co., Ltd
2019-07-11 Orlistat
96829-58-2
US $0.00 / KG 1KG 99% 20 TONS Jinan Jianfeng Chemical Co., Ltd

96829-58-2(Orlistat)Related Search:


Copyright 2017 © ChemicalBook. All rights reserved