MedKoo Cat#: 529426 | Name: KW-7158

Description:

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

KW-7158 is a potassium channel activator potentially for the treatment of urinary urgency and frequency

Chemical Structure

KW-7158
KW-7158
CAS#214764-26-8

Theoretical Analysis

MedKoo Cat#: 529426

Name: KW-7158

CAS#: 214764-26-8

Chemical Formula: C16H12F3NO5S2

Exact Mass: 419.0109

Molecular Weight: 419.38

Elemental Analysis: C, 45.82; H, 2.88; F, 13.59; N, 3.34; O, 19.07; S, 15.29

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
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

Preparing Stock Solutions

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.

Recalculate based on batch purity %
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: 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.