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LX-4211

LX-4211 Structure
CAS No.
1018899-04-1
Chemical Name:
LX-4211
Synonyms
Sotagliflozin;β-L-Xylopyranoside,methyl5-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-1-thio-,(5S)-;(5S)-Methyl 5-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-1-thio-beta-L-xylopyranoside Sotagliflozin LP 802034;LX421;LX-4211;CS-1853;SOTA-009;LP 802034;EOS-61381;LX4211/LX-4211
CBNumber:
CB52516025
Molecular Formula:
C21H25ClO5S
Molecular Weight:
424.94
MOL File:
1018899-04-1.mol
Modify Date:
2024/7/2 8:55:11

LX-4211 Properties

Boiling point 607.9±55.0 °C(Predicted)
Density 1.37±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMSO:84.0(Max Conc. mg/mL);197.67(Max Conc. mM)
Ethanol:17.0(Max Conc. mg/mL);40.01(Max Conc. mM)
pka 12.87±0.70(Predicted)
form Powder
color White to off-white

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Warning
Hazard statements  H351-H373
Precautionary statements  P201-P202-P281-P308+P313-P405-P501-P260-P314-P501
NFPA 704
0
2 0

LX-4211 Chemical Properties,Uses,Production

Uses

Sotagliflozin is used for the treatment of patients with type 1 diabetes mellitus.

Clinical Use

Two of the current SGLT-2 inhibitors (canagliflozin and LX-4211) have effects on SGLT-1. LX-4211 is a dual SGLT1/2 inhibitor and higher doses of canagliflozin transiently inhibit SGLT-1 in the gut due to high canagliflozin concentrations within the intestinal lumen during the period of drug absorption.

Synthesis

Sotagliflozin is a dual SGLT-1/SGLT-2 inhibitor which is currently under development by Lexicon Pharmaceuticals (phase III). It follows a similar strategy to ertugliflozin, i.e. aryl addition on an acyclic precursor. The synthesis starts from L-xylose 53, and the aryl moiety (same aryl moiety as for dapagliflozin) is introduced on an amide derivative (morpholine amide 54) via Grignard addition. A subsequent transformation leads to the sotagliflozin (Scheme 10). The overall yield of the synthesis is around 30%.
Synthesis_1018899-04-1
Sotagliflozin synthesis

LX-4211 Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 247)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Hangzhou ICH Biofarm Co., Ltd +86-0571-28186870; +undefined8613073685410 China 985 58 Inquiry
Apeloa production Co.,Limited +8619933239880 China 853 58 Inquiry
Capot Chemical Co.,Ltd. 571-85586718 +8613336195806 China 29798 60 Inquiry
Henan Tianfu Chemical Co.,Ltd. +86-0371-55170693 +86-19937530512 China 21669 55 Inquiry
Hangzhou FandaChem Co.,Ltd. 008657128800458; +8615858145714 China 9337 55 Inquiry
ATK CHEMICAL COMPANY LIMITED +undefined-21-51877795 China 32760 60 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29898 58 Inquiry

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LX-4211 Spectrum

LX-4211 (2S,3R,4R,5S,6R)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(Methylthio)tetrahydro-2H-pyran-3,4,5-triol (5S)-Methyl 5-C-[4-chloro-3-[(4-ethoxyphenyl)Methyl]phenyl]-1-thio-beta-L-xylopyranoside LX4211/LX-4211 LP 802034 LX4211 - L10525 LX-4211 (sotagliflozin) LX-4211, >=98% Zabofloxacin Hydrochloride Sotagliflozin,0.99 β-L-Xylopyranoside, methyl 5-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-1-thio-, (5S)- LX4211/Sotagliflozin-API Sotagliflozin, must LX4211, 98%, a potent dual SGLT2/1 inhibitor Sotagliflozin lx4211 LX421 SOTA-009 (2S,3R,4R,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-methylsulfanyloxane-3,4,5-triol EOS-61381 LX4211; LX 4211; LX4211; LX 4211 CS-1853 (2S,3R,4R,5S,6R)-2-[4-chloro-3-(4-ethoxybenzyl)phenyl]-6-(methylsulfanyl)tetrahydro-2-H-pyran-3,4,5-triol Sotagliflozin (5S)-Methyl 5-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-1-thio-beta-L-xylopyranoside Sotagliflozin LP 802034 β-L-Xylopyranoside,methyl5-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-1-thio-,(5S)- UNII-6B4ZBS263Y Bifeprunox Impurity 42 Sotagliflozin,LX-4211, LP-802034, LX4211, LP802034 LX-4211|||LP-802034 1018899-04-1 C21H25ClO5S C21H25O5ClS