CUR-61414 | G-024856 | G-856 | CAS#334998-36-6 | Smoothened Receptor Antagonist

MedKoo Cat#: 528305 | Name: CUR-61414

Featured

Description:

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

CUR-61414, also known as G-024856 and G-856, is a smoothened receptor antagonist potentially for the treatment of basal cell carcinoma. CUR61414 significantly inhibited skin Hedgehog signaling, blocked the induction of hair follicle anagen, and shrank existing basal cell carcinomas. CUR61414 can suppress proliferation and induce apoptosis of basaloid nests in the basal cell carcinoma model systems, whereas having no effect on normal skin cells.

Chemical Structure

CUR-61414

CAS#334998-36-6

Theoretical Analysis

MedKoo Cat#: 528305

Name: CUR-61414

CAS#: 334998-36-6

Chemical Formula: C31H42N4O5

Exact Mass: 550.3155

Molecular Weight: 550.70

Elemental Analysis: C, 67.61; H, 7.69; N, 10.17; O, 14.53

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 350.00	2 Weeks
10mg	USD 650.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

CUR-61414; CUR 61414; CUR61414; G-024856; G024856; G 024856; G-856; G 856; G856

IUPAC/Chemical Name

N-((3S,5S)-1-(benzo[d][1,3]dioxol-5-ylmethyl)-5-(piperazine-1-carbonyl)pyrrolidin-3-yl)-N-(3-methoxybenzyl)-3,3-dimethylbutanamide

InChi Key

WPHXYKUPFJRJDK-AHWVRZQESA-N

InChi Code

InChI=1S/C31H42N4O5/c1-31(2,3)17-29(36)35(19-22-6-5-7-25(14-22)38-4)24-16-26(30(37)33-12-10-32-11-13-33)34(20-24)18-23-8-9-27-28(15-23)40-21-39-27/h5-9,14-15,24,26,32H,10-13,16-21H2,1-4H3/t24-,26-/m0/s1

SMILES Code

CC(C)(C)CC(N([C@@H]1CN(CC2=CC=C(OCO3)C3=C2)[C@H](C(N4CCNCC4)=O)C1)CC5=CC=CC(OC)=C5)=O

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

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 550.70 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: Shin YG, Murakami SC, Buonarati MH, Dean B, Hop CE. Validation and application of a liquid chromatography-tandem mass spectrometric method for the determination of G-856 (Cur-61414) in human plasma using semi-automated solid phase extraction. J Chromatogr B Analyt Technol Biomed Life Sci. 2012 Mar 1;887-888:85-92. doi: 10.1016/j.jchromb.2012.01.016. PubMed PMID: 22317788. 2: Williams JA. Hedgehog signaling pathway as a target for therapeutic intervention in basal cell carcinoma. Drug News Perspect. 2003 Dec;16(10):657-62. Review. PubMed PMID: 14747845. 3: Stanton BZ, Peng LF. Small-molecule modulators of the Sonic Hedgehog signaling pathway. Mol Biosyst. 2010 Jan;6(1):44-54. doi: 10.1039/b910196a. Review. PubMed PMID: 20024066. 4: Lauressergues E, Heusler P, Lestienne F, Troulier D, Rauly-Lestienne I, Tourette A, Ailhaud MC, Cathala C, Tardif S, Denais-Laliève D, Calmettes MT, Degryse AD, Dumoulin A, De Vries L, Cussac D. Pharmacological evaluation of a series of smoothened antagonists in signaling pathways and after topical application in a depilated mouse model. Pharmacol Res Perspect. 2016 Mar 4;4(2):e00214. doi: 10.1002/prp2.214. PubMed PMID: 27069629; PubMed Central PMCID: PMC4804317. 5: Tang T, Tang JY, Li D, Reich M, Callahan CA, Fu L, Yauch RL, Wang F, Kotkow K, Chang KS, Shpall E, Wu A, Rubin LL, Marsters JC Jr, Epstein EH Jr, Caro I, de Sauvage FJ. Targeting superficial or nodular Basal cell carcinoma with topically formulated small molecule inhibitor of smoothened. Clin Cancer Res. 2011 May 15;17(10):3378-87. doi: 10.1158/1078-0432.CCR-10-3370. PubMed PMID: 21558397; PubMed Central PMCID: PMC3113453. 6: Mechlin CW, Tanner MJ, Chen M, Buttyan R, Levin RM, Mian BM. Gli2 expression and human bladder transitional carcinoma cell invasiveness. J Urol. 2010 Jul;184(1):344-51. doi: 10.1016/j.juro.2010.03.007. PubMed PMID: 20488474. 7: Angot E, Loulier K, Nguyen-Ba-Charvet KT, Gadeau AP, Ruat M, Traiffort E. Chemoattractive activity of sonic hedgehog in the adult subventricular zone modulates the number of neural precursors reaching the olfactory bulb. Stem Cells. 2008 Sep;26(9):2311-20. doi: 10.1634/stemcells.2008-0297. PubMed PMID: 18617686. 8: Masdeu C, Faure H, Coulombe J, Schoenfelder A, Mann A, Brabet I, Pin JP, Traiffort E, Ruat M. Identification and characterization of Hedgehog modulator properties after functional coupling of Smoothened to G15. Biochem Biophys Res Commun. 2006 Oct 20;349(2):471-9. PubMed PMID: 16945339. 9: Kiselyov AS. Targeting the hedgehog signaling pathway with small molecules. Anticancer Agents Med Chem. 2006 Sep;6(5):445-9. Review. PubMed PMID: 17017853. 10: Williams JA, Guicherit OM, Zaharian BI, Xu Y, Chai L, Wichterle H, Kon C, Gatchalian C, Porter JA, Rubin LL, Wang FY. Identification of a small molecule inhibitor of the hedgehog signaling pathway: effects on basal cell carcinoma-like lesions. Proc Natl Acad Sci U S A. 2003 Apr 15;100(8):4616-21. Erratum in: Proc Natl Acad Sci U S A. 2003 Jul 8;100(14):8607. PubMed PMID: 12679522; PubMed Central PMCID: PMC153604.