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Cetilistat

Product Name
Cetilistat
CAS No.
282526-98-1
Chemical Name
Cetilistat
Synonyms
2-(Hexadecyloxy)-6-methyl-4H-3,1-benzoxazin-4-one;New alistat;Xitelis;Cetislim;Cetilstat;Cetilista;Sitilista;cetilistat;New ristar;Neo-listat
CBNumber
CB31012078
Molecular Formula
C25H39NO3
Formula Weight
401.58
MOL File
282526-98-1.mol
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Cetilistat Property

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)
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Safety

HS Code 
2934.99.4400
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TCI Chemical
Product number
C2745
Product name
Cetilistat
Purity
>98.0%(HPLC)
Packaging
1g
Price
$16
Updated
2024/03/01
TCI Chemical
Product number
C2745
Product name
Cetilistat
Purity
>98.0%(HPLC)
Packaging
5g
Price
$43
Updated
2024/03/01
TRC
Product number
C280800
Product name
Cetilistat
Packaging
10g
Price
$185
Updated
2021/12/16
Usbiological
Product number
005969
Product name
Cetilistat
Packaging
100mg
Price
$425
Updated
2021/12/16
AK Scientific
Product number
J51544
Product name
Citilistat
Packaging
5g
Price
$25
Updated
2021/12/16
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Cetilistat Chemical Properties,Usage,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.

References

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

Cetilistat Preparation Products And Raw materials

Raw materials

Preparation Products

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Cetilistat Suppliers

TCI Chemicals (India) Pvt. Ltd.
Tel
--
Fax
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Email
sales-in@tcichemicals.com
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India
ProdList
6768
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58
Pure Chem Pvt., Ltd.
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info@purechemindia.com
Country
India
ProdList
10
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58
Bulat Pharmaceutical Pvt. Ltd.
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Email
info@bulatpharmaceutical.com
Country
India
ProdList
35
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58
Pure Chem Pvt Ltd
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India
ProdList
19
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58
KPS Chemicals & Pharmaceuticals
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kpschempharma@gmail.com
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India
ProdList
240
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Pharma Affiliates
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@pharmaffiliates.com
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India
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6754
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Anzen Exports
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info@anzen.co.in
Country
India
ProdList
164
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Dazzle Corporation
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enquiry@dazzlecorporation.co.in
Country
India
ProdList
209
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58
Clearsynth Labs
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fo@clearsynth.com
Country
India
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3887
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Indexim International
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India
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Bulat Pharmaceutical Private Limited
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India
ProdList
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58
Pharmaffiliates Analytics and Synthetics P. Ltd
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mktg@pharmaffiliates.com
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India
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A.J Chemicals
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sales@ajchem.in
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View Lastest Price from Cetilistat manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Cetilistat 282526-98-1
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-24
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Cetilistat 282526-98-1
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%min HPLC
Supply Ability
1000KGS
Release date
2021-07-13
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
Product
Cetilistat 282526-98-1
Price
US $0.00/g
Min. Order
1g
Purity
More Than 99%
Supply Ability
100kg/Month
Release date
2024-11-04

282526-98-1, CetilistatRelated Search:


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