Ziritaxestat (GLPG1690) - 98%, high purity , Autotaxin inhibitor, CAS No.1628260-79-6, Autotaxin inhibitor

Item Number
Z414252
Grouped product items
SKUSizeAvailabilityPrice Qty
Z414252-5mg
5mg
In stock
$53.90
Z414252-10mg
10mg
In stock
$88.90
Z414252-25mg
25mg
In stock
$147.90
Z414252-50mg
50mg
In stock
$246.90
Z414252-100mg
100mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$444.90

PDE Inhibitors

Basic Description

Synonyms(2-Amino-4-oxo-4,5-dihydro-1,3-thiazol-5-yl)acetic acid # | AC-36149 | GLPG-1690(Ziritaxestat) | MFCD31544330 | Ziritaxestat [USAN] | WHO 11017 | GTPL9561 | 2-[[2-Ethyl-8-Methyl-6-[4-[2-(3-Oxidanylazetidin-1-Yl)-2-Oxidanylidene-Ethyl]piperazin-1-Yl]imidaz
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsZiritaxestat (GLPG1690) is a selective autotaxin inhibitor with an IC50 of 131 nM and Ki of 15 nM.
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeINHIBITOR
Mechanism of actionAutotaxin inhibitor
Product Description

Information

Ziritaxestat (GLPG1690) Ziritaxestat (GLPG1690) is a selective autotaxin inhibitor with an IC50 of 131 nM and Ki of 15 nM.


Targets

Autotaxin 15 nM(Ki)


In vivo

Ziritaxestat (GLPG1690) decreases LPA levels in a sustainable manner, in mouse plasma, from a dose of 3 mg/kg onward. It demonstrates significant activity in the mouse BLM-induced fibrosis model at doses of 10 and 30 mg/kg twice a day.

Product Properties

ALogP4.8

Associated Targets(Human)

ENPP2 Tchem Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 (13 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Homo sapiens (32628 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ENPP2 Tchem Autotaxin (2645 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H1581 (382 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H2228 (1030 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hep 3B2 (2332 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Canis familiaris (36305 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasma (328 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ENPP2 Ectonucleotide pyrophosphatase/phosphodiesterase family member 2 (3 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name 2-[[2-ethyl-6-[4-[2-(3-hydroxyazetidin-1-yl)-2-oxoethyl]piperazin-1-yl]-8-methylimidazo[1,2-a]pyridin-3-yl]-methylamino]-4-(4-fluorophenyl)-1,3-thiazole-5-carbonitrile
INCHI InChI=1S/C30H33FN8O2S/c1-4-24-29(35(3)30-34-27(25(14-32)42-30)20-5-7-21(31)8-6-20)39-15-22(13-19(2)28(39)33-24)37-11-9-36(10-12-37)18-26(41)38-16-23(40)17-38/h5-8,13,15,23,40H,4,9-12,16-18H2,1-3H3
InChi Key REQQVBGILUTQNN-UHFFFAOYSA-N
Canonical SMILES CCC1=C(N2C=C(C=C(C2=N1)C)N3CCN(CC3)CC(=O)N4CC(C4)O)N(C)C5=NC(=C(S5)C#N)C6=CC=C(C=C6)F
Isomeric SMILES CCC1=C(N2C=C(C=C(C2=N1)C)N3CCN(CC3)CC(=O)N4CC(C4)O)N(C)C5=NC(=C(S5)C#N)C6=CC=C(C=C6)F
PubChem CID 90420193
Molecular Weight 588.7

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

5 results found

Lot NumberCertificate TypeDateItem
F2208282Certificate of AnalysisMay 20, 2022 Z414252
F2208283Certificate of AnalysisMay 20, 2022 Z414252
F2208287Certificate of AnalysisMay 20, 2022 Z414252
F2208288Certificate of AnalysisMay 20, 2022 Z414252
F2208289Certificate of AnalysisMay 20, 2022 Z414252

Chemical and Physical Properties

SolubilitySolubility (25°C) In vitro DMSO: 100 mg/mL (169.86 mM); Ethanol: 4 mg/mL (6.79 mM); Water: Insoluble;

Safety and Hazards(GHS)

Pictogram(s) GHS08,   GHS07
Signal Danger
Hazard Statements

H373:Causes damage to organs through prolonged or repeated exposure

H302:Harmful if swallowed

H360:May damage fertility or the unborn child

Precautionary Statements

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P260:Do not breathe dust/fume/gas/mist/vapors/spray.

P270:Do not eat, drink or smoke when using this product.

P330:Rinse mouth.

P203:Obtain, read and follow all safety instructions before use.

P301+P317:IF SWALLOWED: Get medical help.

P318:if exposed or concerned, get medical advice.

P319:Get medical help if you feel unwell.

Related Documents

References

1. Zhao Y, Natarajan V.  (2013)  Lysophosphatidic acid (LPA) and its receptors: role in airway inflammation and remodeling..  Biochim Biophys Acta,  1831  (1): (86-92).  [PMID:22809994] [10.1021/op500134e]
2. Park GY, Lee YG, Berdyshev E, Nyenhuis S, Du J, Fu P, Gorshkova IA, Li Y, Chung S, Karpurapu M et al..  (2013)  Autotaxin production of lysophosphatidic acid mediates allergic asthmatic inflammation..  Am J Respir Crit Care Med,  188  (8): (928-40).  [PMID:24050723] [10.1021/op500134e]
3. Bain G, Shannon KE, Huang F, Darlington J, Goulet L, Prodanovich P, Ma GL, Santini AM, Stein AJ, Lonergan D et al..  (2017)  Selective Inhibition of Autotaxin Is Efficacious in Mouse Models of Liver Fibrosis..  J Pharmacol Exp Ther,  360  (1): (1-13).  [PMID:27754931] [10.1021/op500134e]
4. Desroy N, Housseman C, Bock X, Joncour A, Bienvenu N, Cherel L, Labeguere V, Rondet E, Peixoto C, Grassot JM et al..  (2017)  Discovery of 2-[[2-Ethyl-6-[4-[2-(3-hydroxyazetidin-1-yl)-2-oxoethyl]piperazin-1-yl]-8-methylimidazo[1,2-a]pyridin-3-yl]methylamino]-4-(4-fluorophenyl)thiazole-5-carbonitrile (GLPG1690), a First-in-Class Autotaxin Inhibitor Undergoing Clinical Evaluation for the Treatment of Idiopathic Pulmonary Fibrosis..  J Med Chem,  60  (9): (3580-3590).  [PMID:28414242] [10.1021/op500134e]
5. Orosa B, García S, Conde C.  (2015)  The autotaxin-lysophosphatidic acid pathway in pathogenesis of rheumatoid arthritis..  Eur J Pharmacol,  765  (13): (228-33).  [PMID:26297977] [10.1021/op500134e]
6. Maher TM, Kreuter M, Lederer DJ, Brown KK, Wuyts W, Verbruggen N, Stutvoet S, Fieuw A, Ford P, Abi-Saab W et al..  (2019)  Rationale, design and objectives of two phase III, randomised, placebo-controlled studies of GLPG1690, a novel autotaxin inhibitor, in idiopathic pulmonary fibrosis (ISABELA 1 and 2)..  BMJ Open Respir Res,  (1): (e000422).  [PMID:31179008] [10.1021/op500134e]
7. Tang X, Wuest M, Benesch MGK, Dufour J, Zhao Y, Curtis JM, Monjardet A, Heckmann B, Murray D, Wuest F et al..  (2020)  Inhibition of Autotaxin with GLPG1690 Increases the Efficacy of Radiotherapy and Chemotherapy in a Mouse Model of Breast Cancer..  Mol Cancer Ther,  19  (1): (63-74).  [PMID:31548293] [10.1021/op500134e]
8. Benesch MGK, Tang X, Brindley DN.  (2020)  Autotaxin and Breast Cancer: Towards Overcoming Treatment Barriers and Sequelae..  Cancers (Basel),  12  (2): (1755-70).  [PMID:32041123] [10.1021/op500134e]
9. Feng Y, Mischler WJ, Gurung AC, Kavanagh TR, Androsov G, Sadow PM, Herbert ZT, Priolo C.  (2020)  Therapeutic Targeting of the Secreted Lysophospholipase D Autotaxin Suppresses Tuberous Sclerosis Complex-Associated Tumorigenesis..  Cancer Res,  80  (13): (2751-2763).  [PMID:32393662] [10.1021/op500134e]

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