WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 558223
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.
MedKoo Cat#: 558223
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
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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
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
The following data is based on the product molecular weight 915.961 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: 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.