WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H529426
CAS#: 214764-26-8
Description: KW-7158 is a potassium channel activator potentially for the treatment of urinary urgency and frequency
Hodoodo Cat#: H529426
Name: KW-7158
CAS#: 214764-26-8
Chemical Formula: C16H12F3NO5S2
Exact Mass: 419.01
Molecular Weight: 419.380
Elemental Analysis: C, 45.82; H, 2.88; F, 13.59; N, 3.34; O, 19.07; S, 15.29
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Synonym: KW-7158; KW7158; KW 7158
IUPAC/Chemical Name: (S)-N-(5,5-dioxido-10-oxo-4,10-dihydrobenzo[b]thieno[2,3-e]thiepin-9-yl)-3,3,3-trifluoro-2-hydroxy-2-methylpropanamide
InChi Key: NAFSYPCVPLWHFY-HNNXBMFYSA-N
InChi Code: InChI=1S/C16H12F3NO5S2/c1-15(23,16(17,18)19)14(22)20-9-3-2-4-10-11(9)12(21)13-8(5-6-26-13)7-27(10,24)25/h2-6,23H,7H2,1H3,(H,20,22)/t15-/m0/s1
SMILES Code: O=C(C1=C(NC([C@](C)(O)C(F)(F)F)=O)C=CC=C12)C3=C(C=CS3)CS2(=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
More Info:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 419.38 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 |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
1: Nishiya Y, Yamagata T, Fukuda A, Yokokawa S, Seishi T, Sakuma T, Sasho S, Shimizu Y, Sato H, Sekine S, Kamigaki M, Yoshida T, Shibata K. The anti-overactive bladder activity of KW-7158 is mediated by blocking equilibrative nucleoside transporter-1. Biol Pharm Bull. 2014;37(1):130-6. PubMed PMID: 24162843.
2: Maeda H, Fujita K, Kobayashi H, Ushiki J, Nakanishi T, Tamai I. Novel LC-MS/MS method for simultaneous quantification of KW-7158, a new drug candidate for urinary incontinence and bladder hyperactivity, and its metabolites in rat plasma: a pharmacokinetic study in male and female rats. Arzneimittelforschung. 2012 May;62(5):213-21. doi: 10.1055/s-0032-1301883. PubMed PMID: 22344572.
3: Maeda H, Kodaira H, Fujita K, Kobayashi H, Ushiki J, Nakanishi T, Tamai I. Species differences in the pharmacokinetics of KW-7158 [(2S)-(+)-3,3,3-Trifluoro-2-hydroxy-2-methyl-N-(5,5,10-trioxo-4,10-dihydrothieno[ 3,2-c][1]benzothiepin-9-yl)propanamide]: formation of hydrolyzed metabolite in human and animals. Xenobiotica. 2012 Jul;42(7):649-59. doi: 10.3109/00498254.2011.652993. PubMed PMID: 22324379.
4: Nishiya Y, Yokokawa S, Fukuda A, Yamagata T, Inayoshi A, Obinata M, Shibata K. The generation of rat dorsal root ganglion cell lines to identify the target of KW-7158, a novel treatment for overactive bladder. Neurosci Res. 2011 Nov;71(3):278-88. doi: 10.1016/j.neures.2011.07.1823. PubMed PMID: 21802454.
5: Sculptoreanu A, Yoshimura N, de Groat WC. KW-7158 [(2S)-(+)-3,3,3-trifluoro-2-hydroxy-2-methyl-N-(5,5,10-trioxo-4,10-dihydrothieno[ 3,2-c][1]benzothiepin-9-yl)propanamide] enhances A-type K+ currents in neurons of the dorsal root ganglion of the adult rat. J Pharmacol Exp Ther. 2004 Jul;310(1):159-68. PubMed PMID: 15010502.
6: Lu SH, Yamagata T, Atsuki K, Sun L, Smith CP, Yoshimura N, Chancellor MB, de Groat WC. Effect of KW-7158, a putative afferent nerve inhibitor, on bladder and vesico-vascular reflexes in rats. Brain Res. 2002 Aug 9;946(1):72-8. PubMed PMID: 12133596.