K-14585

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

MedKoo CAT#: 526909

CAS#: 880546-17-8

Description: K-14585 is a proteinase-activated receptor 2 antagonist. Pretreatment with K-14585 inhibited PAR(2)-mediated p65 NFkappaB phosphorylation and NFkappaB-DNA binding. K-14585 inhibited SLIGKV-stimulated IL-8 production, but given alone increased IL-8. K-14585 antagonized PAR(2) competitively, resulting in inhibition of PAR(2)-mediated signalling and physiological responses both in vitro and in vivo. K-14585 could be useful in evaluating PAR(2)-mediated biological events and might lead to a new generation of therapeutically useful antagonists.


Price and Availability

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K-14585 is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 526909
Name: K-14585
CAS#: 880546-17-8
Chemical Formula: C51H56Cl2N8O4
Exact Mass: 914.3802
Molecular Weight: 915.961
Elemental Analysis: C, 66.88; H, 6.16; Cl, 7.74; N, 12.23; O, 6.99


Synonym: K-14585; K 14585; K14585.

IUPAC/Chemical Name: (S)-6-amino-N-((S)-1-(benzhydrylamino)-1-oxo-3-phenylpropan-2-yl)-2-(2-(3-(1-(2,6-dichlorobenzyl)-3-(pyrrolidin-1-ylmethyl)-1H-indol-5-yl)ureido)acetamido)hexanamide

InChi Key: ADEQJSQZZXWZPW-GSVOJQHPSA-N

InChi Code: InChI=1S/C51H56Cl2N8O4/c52-42-21-14-22-43(53)41(42)34-61-33-38(32-60-27-12-13-28-60)40-30-39(24-25-46(40)61)56-51(65)55-31-47(62)57-44(23-10-11-26-54)49(63)58-45(29-35-15-4-1-5-16-35)50(64)59-48(36-17-6-2-7-18-36)37-19-8-3-9-20-37/h1-9,14-22,24-25,30,33,44-45,48H,10-13,23,26-29,31-32,34,54H2,(H,57,62)(H,58,63)(H,59,64)(H2,55,56,65)/t44-,45-/m0/s1

SMILES Code: ClC1=CC=CC(Cl)=C1CN2C(C=C3)=C(C(CN4CCCC4)=C2)C=C3NC(NCC(N[C@H](C(N[C@@H](CC5=CC=CC=C5)C(NC(C6=CC=CC=C6)C7=CC=CC=C7)=O)=O)CCCCN)=O)=O


Technical Data

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).

Harmonized System Code:
293490


References

1: Goh FG, Ng PY, Nilsson M, Kanke T, Plevin R. Dual effect of the novel peptide
antagonist K-14585 on proteinase-activated receptor-2-mediated signalling. Br J
Pharmacol. 2009 Dec;158(7):1695-704. doi: 10.1111/j.1476-5381.2009.00415.x. Epub
. PubMed PMID: 19917067; PubMed Central PMCID: PMC2801210.

2: Kanke T, Kabeya M, Kubo S, Kondo S, Yasuoka K, Tagashira J, Ishiwata H, Saka
M, Furuyama T, Nishiyama T, Doi T, Hattori Y, Kawabata A, Cunningham MR, Plevin
R. Novel antagonists for proteinase-activated receptor 2: inhibition of cellular
and vascular responses in vitro and in vivo. Br J Pharmacol. 2009
Sep;158(1):361-71. doi: 10.1111/j.1476-5381.2009.00342.x. PubMed PMID: 19719785;
PubMed Central PMCID: PMC2795266.