LADARIXIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C11H12F3NO6S2
Molecular Weight	375.341
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C[C@@H](C(=O)NS(C)(=O)=O)C1=CC=C(OS(=O)(=O)C(F)(F)F)C=C1

InChI

InChIKey=DDLPYOCJHQSVSZ-SSDOTTSWSA-N

InChI=1S/C11H12F3NO6S2/c1-7(10(16)15-22(2,17)18)8-3-5-9(6-4-8)21-23(19,20)11(12,13)14/h3-7H,1-2H3,(H,15,16)/t7-/m1/s1

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Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/67511776 | https://www.ncbi.nlm.nih.gov/pubmed/16613761 | https://www.ncbi.nlm.nih.gov/pubmed/28129639

LADARIXIN is a dual inhibitor of chemokine receptors CXCR1 and CXCR2. It inhibits human polymorphonuclear leukocyte (PMN) migration to chemokine CXCL8 in vitro and prevents PMN infiltration and tissue damage in several models of cerebral ischemia/reperfusion in vivo. It is under development for the treatment of type 1 diabetes.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
C-X-C chemokine receptor type 1 1 Target ID: P25024\|\|\|Q6IN95 Gene ID: 3577.0 Gene Symbol: CXCR1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21718305 \| https://www.ncbi.nlm.nih.gov/pubmed/16613761	Antagonist 2778
C-X-C chemokine receptor type 2 2 Target ID: P25025 Gene ID: 3579.0 Gene Symbol: CXCR2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/21718305 \| https://www.ncbi.nlm.nih.gov/pubmed/16613761	Antagonist 2778

PubMed

Title	Date	PubMed
Development of a systemically-active dual CXCR1/CXCR2 allosteric inhibitor and its efficacy in a model of transient cerebral ischemia in the rat.	2006 Mar	16613761
Receptor binding mode and pharmacological characterization of a potent and selective dual CXCR1/CXCR2 non-competitive allosteric inhibitor.	2012 Jan	21718305

Name

Type

Language

LADARIXIN

Official Name

English

METHANESULFONIC ACID, 1,1,1-TRIFLUORO-, 4-((1R)-1-METHYL-2-((METHYLSULFONYL)AMINO)-2-OXOETHYL)PHENYL ESTER

Common Name

English

METHANESULFONIC ACID, TRIFLUORO-, 4-((1R)-1-METHYL-2-((METHYLSULFONYL)AMINO)-2-OXOETHYL)PHENYL ESTER

Common Name

English

(R)-(-)-N-(2-(4-(TRIFLUOROMETHANESULFONYLOXY)PHENYL)PROPIONYL)METHANESULFONAMIDE

Systematic Name

English

ladarixin [INN]

Common Name

English

Ladarixin [WHO-DD]

Common Name

English

4-((2R)-1-OXO-1-(METHANESULFONAMIDO)PROPAN-2-YL)PHENYL TRIFLUOROMETHANESULFONATE

Systematic Name

English

Code System Code Type Description

NCI_THESAURUS

C170087