Synonym
KRH-594 free acid; WK-1492; WK-14922K; WK1492; WK14922K.
IUPAC/Chemical Name
(Z)-2-((3-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-5-ethyl-1,3,4-thiadiazol-2(3H)-ylidene)carbamoyl)cyclopent-1-ene-1-carboxylic acid
InChi Key
UFZKNCXXIFQTNB-QPLCGJKRSA-N
InChi Code
InChI=1S/C25H23N7O3S/c1-2-21-29-32(25(36-21)26-23(33)19-8-5-9-20(19)24(34)35)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)22-27-30-31-28-22/h3-4,6-7,10-13H,2,5,8-9,14H2,1H3,(H,34,35)(H,27,28,30,31)/b26-25-
SMILES Code
O=C(C1=C(C(O)=O)CCC1)/N=C2SC(CC)=NN\2CC3=CC=C(C4=CC=CC=C4C5=NN=NN5)C=C3
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
Related CAS#
167006-13-5 (KRH-594 free acid )
169328-25-0 (KRH-594 potassium)
Preparing Stock Solutions
The following data is based on the
product
molecular weight
501.57
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: Komiyama J, Yang XP, Chiba S. Prejunctional AT(1) receptor subtype-dependent modification of neurotransmitter releases in canine isolated splenic arteries. Auton Autacoid Pharmacol. 2003 Oct-Dec;23(5-6):297-305. PubMed PMID: 15255814.
2: Yang XP, Chiba S. Angiotensin II receptor subtypes involved in the modulation of purinergic and adrenergic vasoconstrictions to periarterial electrical nerve stimulation in the canine splenic artery. J Cardiovasc Pharmacol. 2003 Jan;41 Suppl 1:S49-52. PubMed PMID: 12688396.
3: Inada Y, Nakane T, Chiba S. Binding of KRH-594, an antagonist of the angiotensin II type 1 receptor, to cloned human and rat angiotensin II receptors. Fundam Clin Pharmacol. 2002 Aug;16(4):317-23. PubMed PMID: 12570021.
4: Inada Y, Tazawa S, Murakami M, Akahane M. KRH-594, a new angiotensin AT1 receptor antagonist, prevents end-organ damage in stroke-prone spontaneously hypertensive/Izm rats. Clin Exp Pharmacol Physiol. 2001 Mar;28(3):206-11. PubMed PMID: 11207677.
5: Inada Y, Murakami M, Tazawa S, Akahane M. KRH-594, a new angiotensin AT1 receptor antagonist, ameliorates nephropathy and hyperlipidaemia in diabetic spontaneously hypertensive rats. Clin Exp Pharmacol Physiol. 2000 Apr;27(4):270-6. PubMed PMID: 10779124.
6: Inada Y, Murakami M, Kaido K, Nakao K. Effects of the new angiotensin II type 1 receptor antagonist KRH-594 on several types of experimental hypertension. Arzneimittelforschung. 1999 Jan;49(1):13-21. PubMed PMID: 10028373.
7: Tazawa S, Nakane T, Chiba S. Angiotensin II type 1 receptor blockade prevents up-regulation of angiotensin II type 1A receptors in rat injured artery. J Pharmacol Exp Ther. 1999 Feb;288(2):898-904. PubMed PMID: 9918604.
8: Tamura K, Okuhira M, Amano H, Inokuma K, Hirata T, Mikoshiba I, Hashimoto K. Pharmacologic profiles of KRH-594, a novel nonpeptide angiotensin II-receptor antagonist. J Cardiovasc Pharmacol. 1997 Nov;30(5):607-15. PubMed PMID: 9388043.
9: Murakami M, Inada Y, Tazawa S, Nakao K, Komatsu H. Effects of the new angiotensin receptor antagonist dipotassium (Z)-2-[[5-ethyl-3-[2'-(1H-tetrazol-5-yl)biphenyl-4-yl] methyl-1,3,4-thiadiazoline-2-ylidene]aminocarbonyl]-1-cy clopentencarbox ylate on experimental cardiac hypertrophy and acute left ventricular failure. Arzneimittelforschung. 1997 Oct;47(10):1099-103. PubMed PMID: 9368701.
10: Tamura K, Okuhira M, Mikoshiba I, Hashimoto K. In vitro pharmacological properties of KRH-594, a novel angiotensin II type 1 receptor antagonist. Biol Pharm Bull. 1997 Aug;20(8):850-5. PubMed PMID: 9300129.
