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MedKoo Cat#: 562895 | Name: CFTR Inh-172
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Description:

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

CFTR Inh-172 is a voltage-independent, selective CFTR chloride channel blocker that alters channel gating.

Chemical Structure

CFTR Inh-172
CFTR Inh-172
CAS#307510-92-5

Theoretical Analysis

MedKoo Cat#: 562895

Name: CFTR Inh-172

CAS#: 307510-92-5

Chemical Formula: C18H10F3NO3S2

Exact Mass: 409.0054

Molecular Weight: 409.39

Elemental Analysis: C, 52.81; H, 2.46; F, 13.92; N, 3.42; O, 11.72; S, 15.66

Price and Availability

Size Price Availability Quantity
10mg USD 385.00 2 Weeks
25mg USD 750.00 2 Weeks
50mg USD 1,250.00 2 Weeks
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Synonym
CFTR Inh-172; CFTR Inh 172; CFTR Inh172; CFTR(Inh)-172; CFTR(Inh) 172; CFTR(Inh)172; CFTR Inhibitor-172; CFTR Inhibitor 172; CFTR Inhibitor172;
IUPAC/Chemical Name
4-{[(5Z)-4-Oxo-2-sulfanylidene-3-[3-(trifluoromethyl)phenyl]-1,3-thiazolidin-5-ylidene]methyl}benzoic acid
InChi Key
JIMHYXZZCWVCMI-ZSOIEALJSA-N
InChi Code
InChI=1S/C18H10F3NO3S2/c19-18(20,21)12-2-1-3-13(9-12)22-15(23)14(27-17(22)26)8-10-4-6-11(7-5-10)16(24)25/h1-9H,(H,24,25)/b14-8-
SMILES Code
O=C(O)C1=CC=C(/C=C(SC(N2C3=CC=CC(C(F)(F)F)=C3)=S)/C2=O)C=C1
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
CFTR(inh)-172 is a potent and selective blocker of the CFTR chloride channel; reversibly inhibits CFTR short-circuit current in less than 2 minutes with a Ki of 300 nM.
In vitro activity:
In the present study, we provide evidence that CFTR(inh)-172 acts directly on the CFTR. We introduced mutations in amino acid residues of the sixth transmembrane helix of the CFTR protein, a domain that has an important role in the formation of the channel pore. Basic and hydrophilic amino acids at positions 334-352 were replaced with alanine residues and the sensitivity to CFTR(inh)-172 was assessed using functional assays. We found that an arginine-to-alanine change at position 347 reduced the inhibitory potency of CFTR(inh)-172 by 20-30-fold. Mutagenesis of Arg347 to other amino acids also decreased the inhibitory potency, with aspartate producing near total loss of CFTR(inh)-172 activity. The results of the present study provide evidence that CFTR(inh)-172 interacts directly with CFTR, and that Arg347 is important for the interaction. Reference: Biochem J. 2008 Jul 1;413(1):135-42. https://portlandpress.com/biochemj/article-lookup/doi/10.1042/BJ20080029
In vivo activity:
The efficacy of CFTRinh-172 was tested in vivo using two assays of cholera toxin–induced intestinal fluid secretion, and in isolated intestine by short-circuit analysis. In the first assay, a series of closed loops of small intestine were created in vivo, and the lumens of alternate loops were injected with small volumes of saline or saline containing cholera toxin. Luminal fluid accumulation was determined after 6 hours. As seen visually, there was marked fluid accumulation and distention in cholera toxin–treated loops, whereas adjacent control (saline) loops remained empty (Figure 5a). A single administration of CFTRinh-172 (250 μg/kg intraperitoneally) prior to cholera toxin infusion effectively prevented fluid accumulation in the toxin-treated intestinal loops. Data from a series of experiments are summarized in Figure 5b. CFTRinh-172 significantly reduced fluid secretion to that in saline control loops, whereas an inactive CFTRinh-172 analog did not inhibit fluid secretion. As suggested from previous data, cholera toxin–treated loops of intestine from homozygous ΔF508-CFTR mice also remained empty, indicating the involvement of CFTR in intestinal fluid secretion. In the second assay, intestinal fluid secretion was induced by oral administration of cholera toxin (10 μg), and CFTRinh-172 was administered systemically. After 6 hours there was marked accumulation of fluid, as measured by weighing the entire small intestine. CFTRinh-172 administration remarkably reduced intestinal fluid accumulation, as seen visually and quantified by the ratio of intestinal weight before versus after luminal fluid removal (Figure 5c). Reference: J Clin Invest. 2002 Dec;110(11):1651-8. https://www.ncbi.nlm.nih.gov/pmc/articles/pmid/12464670/
Solvent mg/mL mM comments
Solubility
DMSO 50.0 122.13
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 409.39 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
Formulation protocol:
In vitro protocol:
1. Caci E, Caputo A, Hinzpeter A, Arous N, Fanen P, Sonawane N, Verkman AS, Ravazzolo R, Zegarra-Moran O, Galietta LJ. Evidence for direct CFTR inhibition by CFTR(inh)-172 based on Arg347 mutagenesis. Biochem J. 2008 Jul 1;413(1):135-42. doi: 10.1042/BJ20080029. PMID: 18366345. 2. Taddei A, Folli C, Zegarra-Moran O, Fanen P, Verkman AS, Galietta LJ. Altered channel gating mechanism for CFTR inhibition by a high-affinity thiazolidinone blocker. FEBS Lett. 2004 Jan 30;558(1-3):52-6. doi: 10.1016/S0014-5793(04)00011-0. PMID: 14759515.
In vivo protocol:
1. Ma T, Thiagarajah JR, Yang H, Sonawane ND, Folli C, Galietta LJ, Verkman AS. Thiazolidinone CFTR inhibitor identified by high-throughput screening blocks cholera toxin-induced intestinal fluid secretion. J Clin Invest. 2002 Dec;110(11):1651-8. doi: 10.1172/JCI16112. PMID: 12464670; PMCID: PMC151633.
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