Linerixibat

Base Information

Chemical Name:Linerixibat
CAS No.:1345982-69-5
Molecular Formula:C₂₈H₃₈N₂O₇S
Molecular Weight:546.685
Hs Code.:
UNII:386012Z45S
Nikkaji Number:J3.272.909F
NCI Thesaurus Code:C166652
Pharos Ligand ID:CGNK7JY7VFSH
Metabolomics Workbench ID:152837
ChEMBL ID:CHEMBL2387408
Mol file:1345982-69-5.mol

Synonyms:3-((((3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl)methyl)amino)pentanedioic acid;GSK2330672

Suppliers and Price of Linerixibat

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

DC Chemicals
Iinerixibat >98%
1 g
$ 3900.00

DC Chemicals
Iinerixibat >98%
250 mg
$ 1900.00

Crysdot
GSK2330672 98+%
100mg
$ 1459.00

Crysdot
GSK2330672 98+%
50mg
$ 1042.00

Crysdot
GSK2330672 98+%
10mg
$ 347.00

Crysdot
GSK2330672 98+%
5mg
$ 208.00

Cayman Chemical
GSK2330672 ≥98%
5mg
$ 423.00

Cayman Chemical
GSK2330672 ≥98%
1mg
$ 89.00

Cayman Chemical
GSK2330672 ≥98%
10mg
$ 757.00

AK Scientific
Linerixibat
5mg
$ 671.00

Total 17 raw suppliers

Chemical Property of Linerixibat

Chemical Property:

Boiling Point:730.8±60.0 °C(Predicted)
PKA:3.27±0.10(Predicted)
Density:1.218±0.06 g/cm3(Predicted)
XLogP3:-1.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:13
Exact Mass:546.23997273
Heavy Atom Count:38
Complexity:870

Purity/Quality:

99%, ^*data from raw suppliers

Iinerixibat >98% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCCCC1(CS(=O)(=O)C2=C(C=C(C(=C2)CNC(CC(=O)O)CC(=O)O)OC)C(N1)C3=CC=CC=C3)CC
Isomeric SMILES:CCCC[C@@]1(CS(=O)(=O)C2=C(C=C(C(=C2)CNC(CC(=O)O)CC(=O)O)OC)[C@H](N1)C3=CC=CC=C3)CC
Recent ClinicalTrials:Global Linerixibat Itch Study of Efficacy and Safety in Primary Biliary Cholangitis (PBC) (GLISTEN)
Recent EU Clinical Trials:A two-part, randomized, placebo controlled, double blind, multicenter, Phase 3 study to evaluate the efficacy and safety of linerixibat for the treatment of cholestatic pruritus in participants with primary biliary cholangitis (PBC).
Recent NIPH Clinical Trials:Global Linerixibat Itch Study of Efficacy and Safety in Primary Biliary Cholangitis (PBC) (GLISTEN)
Description GSK2330672 is an inhibitor of the apical sodium-dependent bile acid transporter (ASBT; IC50s = 42, 2.1, and 1.9 nM for human, mouse, and rat ASBT, respectively). In vivo, GSK2330672 (0.05 mg/kg) stimulates fecal bile acid secretion, reduces hemoglobin A1c (HbA1c) and plasma glucose levels, and increases total GLP-1 and plasma insulin in Zucker diabetic fatty (ZDF) rats.

Technology Process of Linerixibat

There total 26 articles about Linerixibat which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

: 1345984-00-0
diethyl 3-({[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}amino)pentanedioate

: 1345982-69-5
3-({[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxo-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}amino)pentanedioic acid

Guidance literature:: diethyl 3-({[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}amino)pentanedioate; With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃;

With acetic acid; In water; acetonitrile; pH=4 - 5;

Reference yield:

: (3R,5R)-3-butyl-3-ethyl-2,3,4,5-tetrahydro-7-methoxy-5-phenyl-1,4-benzothiazepine-8-ol 1,1-dioxide

: 1345982-69-5
3-({[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxo-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}amino)pentanedioic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / dichloromethane / 0.5 h / 0 - 10 °C / Inert atmosphere

2.1: zinc / 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide / 8.25 h / 20 - 80 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / 0 °C

3.2: 1 h / Cooling with ice

4.1: acetic acid; sodium tris(acetoxy)borohydride / Isopropyl acetate / 1.75 h / 22 °C / Industry scale

5.1: sodium hydroxide; water / tetrahydrofuran; methanol / 0.67 h / 10 - 22 °C / Cooling with ice

5.2: pH 4

With pyridine; water; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; acetic acid; sodium hydroxide; zinc; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; Isopropyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1345983-39-2
(3R,5R)-3-butyl-3-ethyl-7-methoxy-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydrobenzo[f][1,4]thiazepin-8-yl trifluoromethanesulfonate

: 1345982-69-5
3-({[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxo-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}amino)pentanedioic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: zinc / 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide / 8.25 h / 20 - 80 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / 0 °C

2.2: 1 h / Cooling with ice

3.1: acetic acid; sodium tris(acetoxy)borohydride / Isopropyl acetate / 1.75 h / 22 °C / Industry scale

4.1: sodium hydroxide; water / tetrahydrofuran; methanol / 0.67 h / 10 - 22 °C / Cooling with ice

4.2: pH 4

With water; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; acetic acid; sodium hydroxide; zinc; 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; Isopropyl acetate; N,N-dimethyl-formamide; toluene;