Vidupiprant | AMG-853 | CAS#1169483-24-2 | CRTH2 Inhibitor

MedKoo Cat#: 319781 | Name: Vidupiprant

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Vidupiprant, also known as AMG853, is a potent, selective orally bioavailable a dual D-prostanoid and CRTH2 inhibitor. Clinical trail results published on 2013 (J Allergy Clin Immunol. 2013 Feb;131(2):339-45) showed that AMG 853 as an add-on to inhaled corticosteroid therapy demonstrated no associated risks but was not effective at improving asthma symptoms or lung function in patients with inadequately controlled moderate-to-severe asthma.

Chemical Structure

Vidupiprant

CAS#1169483-24-2

Theoretical Analysis

MedKoo Cat#: 319781

Name: Vidupiprant

CAS#: 1169483-24-2

Chemical Formula: C28H27Cl2FN2O6S

Exact Mass: 608.0951

Molecular Weight: 609.49

Elemental Analysis: C, 55.18; H, 4.47; Cl, 11.63; F, 3.12; N, 4.60; O, 15.75; S, 5.26

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 495.00	2 Weeks

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Related CAS #

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Synonym

AMG853; AMG 853; AMG-853; Vidupiprant

IUPAC/Chemical Name

2-(4-(4-(tert-butylcarbamoyl)-2-((2-chloro-4-cyclopropylphenyl)sulfonamido)phenoxy)-5-chloro-2-fluorophenyl)acetic acid

InChi Key

PFWVGKROPKKEDW-UHFFFAOYSA-N

InChi Code

InChI=1S/C28H27Cl2FN2O6S/c1-28(2,3)32-27(36)17-6-8-23(39-24-14-21(31)18(11-19(24)29)13-26(34)35)22(12-17)33-40(37,38)25-9-7-16(10-20(25)30)15-4-5-15/h6-12,14-15,33H,4-5,13H2,1-3H3,(H,32,36)(H,34,35)

SMILES Code

O=C(O)CC1=CC(Cl)=C(OC2=CC=C(C(NC(C)(C)C)=O)C=C2NS(=O)(C3=CC=C(C4CC4)C=C3Cl)=O)C=C1F

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO, not in water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Certificate of Analysis

View CoA: current batch, Lot#T20O03R30

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 609.49 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Pellefigues C, Tchen J, Saji C, Lamri Y, Charles N. AMG853, A Bispecific Prostaglandin D2 Receptor 1 and 2 Antagonist, Dampens Basophil Activation and Related Lupus-Like Nephritis Activity in Lyn-Deficient Mice. Front Immunol. 2022 Apr 4;13:824686. doi: 10.3389/fimmu.2022.824686. PMID: 35444641; PMCID: PMC9014266. 2: Kalash L, Cresser-Brown J, Habchi J, Morgan C, Miller DJ, Glen RC, Allemann RK, Bender A. Structure-based design of allosteric calpain-1 inhibitors populating a novel bioactivity space. Eur J Med Chem. 2018 Sep 5;157:1264-1275. doi: 10.1016/j.ejmech.2018.08.049. Epub 2018 Aug 23. PMID: 30195237. 3: Kiang YH, Nagapudi K, Wu T, Peterson ML, Jona J, Staples RJ, Stephens PW. Conformational isomerism in solid state of AMG 853--structure studies using solid-state nuclear magnetic resonance and X-ray diffraction. J Pharm Sci. 2015 Jul;104(7):2161-8. doi: 10.1002/jps.24457. Epub 2015 Apr 24. PMID: 25912152. 4: Norman P. Update on the status of DP2 receptor antagonists; from proof of concept through clinical failures to promising new drugs. Expert Opin Investig Drugs. 2014 Jan;23(1):55-66. doi: 10.1517/13543784.2013.839658. Epub 2013 Sep 27. PMID: 24073896. 5: Busse WW, Wenzel SE, Meltzer EO, Kerwin EM, Liu MC, Zhang N, Chon Y, Budelsky AL, Lin J, Lin SL. Safety and efficacy of the prostaglandin D2 receptor antagonist AMG 853 in asthmatic patients. J Allergy Clin Immunol. 2013 Feb;131(2):339-45. doi: 10.1016/j.jaci.2012.10.013. Epub 2012 Nov 20. PMID: 23174659. 6: Foti RS, Pearson JT, Wong SL, Zalikowski JA, Boudreaux MD, Prokop SP, Davis JA, Banfield C, Emery MG, Rock DA, Wahlstrom JL, Wienkers LC, Amore BM. Predicting the drug interaction potential of AMG 853, a dual antagonist of the D-prostanoid and chemoattractant receptor-homologous molecule expressed on T helper 2 cells receptors. Drug Metab Dispos. 2012 Dec;40(12):2239-49. doi: 10.1124/dmd.112.047928. Epub 2012 Aug 28. PMID: 22930276. 7: Wang Y, Fu Z, Schmitt M, Wang X, Shen W, Rickel E, Martin T, Budelsky A, Marshall D, Collins T, Tang HL, Medina JC, Liu JJ. Optimization of phenylacetic acid derivatives for CRTH2 and DP selective antagonism. Bioorg Med Chem Lett. 2012 Jan 1;22(1):367-70. doi: 10.1016/j.bmcl.2011.10.123. Epub 2011 Nov 9. PMID: 22119474.