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Cetilistat

CAS No.
282526-98-1
Chemical Name:
Cetilistat
Synonyms
2-(Hexadecyloxy)-6-methyl-4H-3,1-benzoxazin-4-one;New alistat;Cetislim;Cetilstat;Cetilista;cetilistat;New ristar;Neo-listat;New Zealand;Cetilistat >
CBNumber:
CB31012078
Molecular Formula:
C25H39NO3
Molecular Weight:
401.58
MDL Number:
MFCD09839697
MOL File:
282526-98-1.mol
MSDS File:
SDS
Last updated:2024-04-19 20:05:26

Cetilistat Properties

Melting point 72.0 to 76.0 °C
Boiling point 509.7±43.0 °C(Predicted)
Density 1.02
storage temp. 2-8°C
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
form Solid
pka 2.96±0.20(Predicted)
color White to Off-White
InChI InChI=1S/C25H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-19-28-25-26-23-18-17-21(2)20-22(23)24(27)29-25/h17-18,20H,3-16,19H2,1-2H3
InChIKey MVCQKIKWYUURMU-UHFFFAOYSA-N
SMILES N1C2=CC=C(C)C=C2C(=O)OC=1OCCCCCCCCCCCCCCCC
CAS DataBase Reference 282526-98-1(CAS DataBase Reference)
FDA UNII LC5G1JUA39

SAFETY

Risk and Safety Statements

HS Code  2934.99.4400

Cetilistat price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical C2745 Cetilistat >98.0%(HPLC) 282526-98-1 1g $16 2024-03-01 Buy
TCI Chemical C2745 Cetilistat >98.0%(HPLC) 282526-98-1 5g $43 2024-03-01 Buy
TRC C280800 Cetilistat 282526-98-1 10g $185 2021-12-16 Buy
Usbiological 005969 Cetilistat 282526-98-1 100mg $425 2021-12-16 Buy
Biosynth Carbosynth FH16224 Cetilistat 282526-98-1 250g $375 2021-12-16 Buy
Product number Packaging Price Buy
C2745 1g $16 Buy
C2745 5g $43 Buy
C280800 10g $185 Buy
005969 100mg $425 Buy
FH16224 250g $375 Buy

Cetilistat Chemical Properties,Uses,Production

Description

Cetilistat (also known as ATL-962) was approved in September 2013 by the Japanese Ministry of Health, Labor and Welfare for the treatment of obesity, limited to patients with both type 2 diabetes mellitus (T2DM) and dyslipidemia, and with a body mass index (BMI)25 kg/m2 in spite of dietary treatment and/or exercise therapy. As with orlistat, cetilistat works via inhibition of pancreatic lipases in the gut to inhibit fat absorption and thereby reduce caloric uptake from diet. The medicinal chemistry program has not been described in the scientific literature, but the patent describing cetilistat also describes the synthesis of analogs with varied aryl substituents and lipophilic tails. The synthesis of cetilistat involves condensation of a hexadecylcarbonochloridate with 2-amino-5-methylbenzoic acid; other analogs were synthesized by varying the carbonochloridate and 2-aminobenzoic acid components. Cetilistat is a potent inhibitor of human and rat pancreatic lipase with IC50s of 15 and 136 nM, respectively, with little inhibition of trypsin or chymotrypsin.

Chemical Properties

Off-white Cryst

Originator

Alizyme PLC (United Kingdom)

Uses

A novel pancreatic lipase inhibitor for the treatment of obesity in both diabetic and non-diabetic patients.

Definition

ChEBI: Cetilistat is a benzoxazine.

brand name

Oblean

Side effects

It has six common gastrointestinal adverse reactions: oily spotting, flatus with discharge, fecal urgency, fatty/oily stools, oily evacuations, and increased defecation. In addition, the content of fat-soluble vitamins A, D, E, and K1 decreases significantly after taking orlistat. Therefore, appropriate supplementation is required[1].

Mechanism of action

Orlistat and cetilistat are both gastrointestinal lipase inhibitors. They effectively inhibit the hydrolysis of dietary fat into fatty acids and monoglyceride in the gastrointestinal tract.52 Orlistat is reported to be able to reduce weight while improving lipid distribution, blood glucose, and blood pressure[1]. Specifically, it isdrugs blocking fat absorption.

Synthesis

Commercially available hexadecanol (21) was treated with phosgene in THF/toluene to give the corresponding chloroformate (22), which was immediately subjected to commercial 2-amino-5- methylbenzoic acid (23) in pyridine. Subsequent slow addition of methyl chloroformate at room temperature resulted in the formation of cetilistat (IV), which was produced in 31% overall yield from hexadecanol.

Synthesis_282526-98-1

References

[1] Tong Y, et al. Obesity and insulin resistance: Pathophysiology and treatment. Drug Discovery Today, 2022; 27: 822-830.

890655-08-0
282526-98-1
Synthesis of Cetilistat from Cetilistat Intermediate

Cetilistat Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 436)Suppliers
Supplier Tel Email Country ProdList Advantage
Wuhan Quanjinci New Material Co.,Ltd.
+8615271838296 kyra@quanjinci.com China 1532 58
Shandong Luning Pharmaceutical Co., Ltd.
0546-6491488 +8613305469775 China 40 58
XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
+8617731987558 xingjiu@xingjiubiotech.com China 990 58
Hebei Duling International Trade Co. LTD
+8618032673083 sales05@hbduling.cn China 15745 58
Wuhan Haorong Biotechnology Co.,ltd
+8618565342920 sales@chembj.net China 269 58
Wuhan Mayue Longteng Technology Development Co., Ltd.
+undefined15171477138 helen.yan@lantu-tech.com China 287 58
Shanghai Aosiris new Material Technology Co., LTD
86-15139564871 +8615139564871 wrjmoon2000@163.com China 354 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5993 58
XI'AN TIANGUANGYUAN BIOTECH CO., LTD.
+86-029-86333380 18829239519 sales06@tgybio.com China 961 58
Hong Kong Excellence Biotechnology Co., Ltd.
+86-86-18838029171 +8618126314766 ada@sh-teruiop.com China 893 58

View Lastest Price from Cetilistat manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Cetilistat pictures 2024-04-25 Cetilistat
282526-98-1
US $100.00 / kg 1kg 99.9% 20tons Hong Kong Excellence Biotechnology Co., Ltd.
Cetilistat pictures 2024-04-24 Cetilistat
282526-98-1
US $0.00-0.00 / kg 1kg 99% 500 Wuhan Haorong Biotechnology Co.,Ltd
Cetilistat pictures 2024-04-19 Cetilistat
282526-98-1
US $3.00-1.00 / kg 1kg 99.9% 10 tons Shanghai Aosiris new Material Technology Co., LTD
  • Cetilistat pictures
  • Cetilistat
    282526-98-1
  • US $100.00 / kg
  • 99.9%
  • Hong Kong Excellence Biotechnology Co., Ltd.
  • Cetilistat pictures
  • Cetilistat
    282526-98-1
  • US $0.00-0.00 / kg
  • 99%
  • Wuhan Haorong Biotechnology Co.,Ltd
  • Cetilistat pictures
  • Cetilistat
    282526-98-1
  • US $3.00-1.00 / kg
  • 99.9%
  • Shanghai Aosiris new Material Technology Co., LTD

Cetilistat Spectrum

cetilistat Cetilistat(Alt-962) Cetilstat 2-(Hexadecycloxy)-6-methyl-4H-3,1-benzoxazin-4-one 4H-3,1-Benzoxazin-4-one,2-(hexadecyloxy)-6-Methyl- Xinli orlistat 2-hexadecoxy-6-methyl-3,1-benzoxazin-4-one Cetilistat (ATL-962) Cetilistat (282526-98-1) Cetilistat > New Zealand New ristar Neo-listat Cetilistat USP/EP/BP Cetislim Cetilista Cetilistat ATL-962 Citilistat CetilistatQ: What is Cetilistat Q: What is the CAS Number of Cetilistat Q: What is the storage condition of Cetilistat Q: What are the applications of Cetilistat 2-(Hexadecyloxy)-6-methyl-4H-3,1-benzoxazin-4-one New alistat 2-(Hexadecyloxy)-6-methyl-4H-benzo[d][1,3]oxazin-4-one Cetilistat API 282526-98-1 Cetilistat Other series API Aromatics Heterocycles Inhibitors Intermediates & Fine Chemicals Pharmaceuticals BDO 282526-98-1