hCA-IX/XII-IN-4m | CAS#N/A | inhibitor

MedKoo Cat#: 565714 | Name: hCA-IX/XII-IN-4m

Description:

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

hCA-IX/XII-IN-4m is a novel selective dual carbonic anhydrase ix and xii inhibitor

Chemical Structure

hCA-IX/XII-IN-4m

CAS#N/A

Theoretical Analysis

MedKoo Cat#: 565714

Name: hCA-IX/XII-IN-4m

CAS#: N/A

Chemical Formula: C16H10ClNO4

Exact Mass: 315.0298

Molecular Weight: 315.71

Elemental Analysis: C, 60.87; H, 3.19; Cl, 11.23; N, 4.44; O, 20.27

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

hCA-IX/XII-IN-4m

IUPAC/Chemical Name

N-(4-Chlorophenyl)-7-hydroxy-2-oxo-2H-chromene-3-carboxamide

InChi Key

RDTRVKLOGKJCJY-UHFFFAOYSA-N

InChi Code

InChI=1S/C16H10ClNO4/c17-10-2-4-11(5-3-10)18-15(20)13-7-9-1-6-12(19)8-14(9)22-16(13)21/h1-8,19H,(H,18,20)

SMILES Code

O=C(C(C1=O)=CC2=C(O1)C=C(O)C=C2)NC3=CC=C(Cl)C=C3

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

>3 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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 315.71 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

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PubMed PMID: 27166574. 4: Cornelio B, Laronze-Cochard M, Miambo R, De Grandis M, Riccioni R, Borisova B, Dontchev D, Machado C, Ceruso M, Fontana A, Supuran CT, Sapi J. 5-Arylisothiazol-3(2H)-one-1,(1)-(di)oxides: A new class of selective tumor-associated carbonic anhydrases (hCA IX and XII) inhibitors. Eur J Med Chem. 2019 Aug 1;175:40-48. doi: 10.1016/j.ejmech.2019.04.072. Epub 2019 Apr 30. PubMed PMID: 31071549. 5: Krasavin M, Shetnev A, Sharonova T, Baykov S, Tuccinardi T, Kalinin S, Angeli A, Supuran CT. Heterocyclic periphery in the design of carbonic anhydrase inhibitors: 1,2,4-Oxadiazol-5-yl benzenesulfonamides as potent and selective inhibitors of cytosolic hCA II and membrane-bound hCA IX isoforms. Bioorg Chem. 2018 Feb;76:88-97. doi: 10.1016/j.bioorg.2017.10.005. Epub 2017 Oct 16. PubMed PMID: 29153590. 6: SitaRam, Celik G, Khloya P, Vullo D, Supuran CT, Sharma PK. Benzenesulfonamide bearing 1,2,4-triazole scaffolds as potent inhibitors of tumor associated carbonic anhydrase isoforms hCA IX and hCA XII. Bioorg Med Chem. 2014 Mar 15;22(6):1873-82. doi: 10.1016/j.bmc.2014.01.055. Epub 2014 Feb 7. PubMed PMID: 24560737. 7: Ramya PVS, Angapelly S, Angeli A, Digwal CS, Arifuddin M, Babu BN, Supuran CT, Kamal A. Discovery of curcumin inspired sulfonamide derivatives as a new class of carbonic anhydrase isoforms I, II, IX, and XII inhibitors. J Enzyme Inhib Med Chem. 2017 Dec;32(1):1274-1281. doi: 10.1080/14756366.2017.1380638. PubMed PMID: 28965419; PubMed Central PMCID: PMC6010064. 8: Mboge MY, Mahon BP, Lamas N, Socorro L, Carta F, Supuran CT, Frost SC, McKenna R. Structure activity study of carbonic anhydrase IX: Selective inhibition with ureido-substituted benzenesulfonamides. Eur J Med Chem. 2017 May 26;132:184-191. doi: 10.1016/j.ejmech.2017.03.026. Epub 2017 Mar 19. PubMed PMID: 28363153; PubMed Central PMCID: PMC5946058. 9: Angapelly S, Ramya PVS, Angeli A, Del Prete S, Capasso C, Arifuddin M, Supuran CT. Development of sulfonamides incorporating phenylacrylamido functionalities as carbonic anhydrase isoforms I, II, IX and XII inhibitors. Bioorg Med Chem. 2017 Oct 15;25(20):5726-5732. doi: 10.1016/j.bmc.2017.08.047. Epub 2017 Sep 1. PubMed PMID: 28887000. 10: Eldehna WM, Nocentini A, Al-Rashood ST, Hassan GS, Alkahtani HM, Almehizia AA, Reda AM, Abdel-Aziz HA, Supuran CT. Tumor-associated carbonic anhydrase isoform IX and XII inhibitory properties of certain isatin-bearing sulfonamides endowed with in vitro antitumor activity towards colon cancer. Bioorg Chem. 2018 Dec;81:425-432. doi: 10.1016/j.bioorg.2018.09.007. Epub 2018 Sep 7. PubMed PMID: 30219719. 11: Ozensoy O, Arslan O, Kockar F. Differential in vitro inhibition effects of some antibiotics on tumor associated carbonic anhydrase isozymes of hCA-IX and hCA-XII. J Enzyme Inhib Med Chem. 2008 Aug;23(4):579-85. doi: 10.1080/14756360701731957 . PubMed PMID: 18666004. 12: SitaRam, Ceruso M, Khloya P, Supuran CT, Sharma PK. 4-Functionalized 1,3-diarylpyrazoles bearing 6-aminosulfonylbenzothiazole moiety as potent inhibitors of carbonic anhydrase isoforms hCA I, II, IX and XII. Bioorg Med Chem. 2014 Dec 15;22(24):6945-52. doi: 10.1016/j.bmc.2014.10.018. Epub 2014 Oct 22. PubMed PMID: 25456084. 13: Mahon BP, Bhatt A, Socorro L, Driscoll JM, Okoh C, Lomelino CL, Mboge MY, Kurian JJ, Tu C, Agbandje-McKenna M, Frost SC, McKenna R. The Structure of Carbonic Anhydrase IX Is Adapted for Low-pH Catalysis. Biochemistry. 2016 Aug 23;55(33):4642-53. doi: 10.1021/acs.biochem.6b00243. Epub 2016 Aug 5. PubMed PMID: 27439028; PubMed Central PMCID: PMC5322481. 14: Bozdag M, Alafeefy AM, Altamimi AM, Carta F, Supuran CT, Vullo D. Synthesis of new 3-(2-mercapto-4-oxo-4H-quinazolin-3-yl)-benzenesulfonamides with strong inhibition properties against the tumor associated carbonic anhydrases IX and XII. Bioorg Med Chem. 2017 May 15;25(10):2782-2788. doi: 10.1016/j.bmc.2017.03.054. Epub 2017 Mar 29. PubMed PMID: 28389112. 15: Żołnowska B, Sławiński J, Szafrański K, Angeli A, Supuran CT, Kawiak A, Wieczór M, Zielińska J, Bączek T, Bartoszewska S. Novel 2-(2-arylmethylthio-4-chloro-5-methylbenzenesulfonyl)-1-(1,3,5-triazin-2-ylamino) guanidine derivatives: Inhibition of human carbonic anhydrase cytosolic isozymes I and II and the transmembrane tumor-associated isozymes IX and XII, anticancer activity, and molecular modeling studies. Eur J Med Chem. 2018 Jan 1;143:1931-1941. doi: 10.1016/j.ejmech.2017.11.005. Epub 2017 Nov 4. PubMed PMID: 29146134. 16: Yang J, Koruza K, Fisher Z, Knecht W, Baltzer L. Improved molecular recognition of Carbonic Anhydrase IX by polypeptide conjugation to acetazolamide. Bioorg Med Chem. 2017 Oct 15;25(20):5838-5848. doi: 10.1016/j.bmc.2017.09.017. Epub 2017 Sep 14. PubMed PMID: 28943245. 17: Cvijetić IN, Tanç M, Juranić IO, Verbić TŽ, Supuran CT, Drakulić BJ. 5-Aryl-1H-pyrazole-3-carboxylic acids as selective inhibitors of human carbonic anhydrases IX and XII. Bioorg Med Chem. 2015 Aug 1;23(15):4649-59. doi: 10.1016/j.bmc.2015.05.052. Epub 2015 Jun 4. PubMed PMID: 26088336. 18: Scozzafava A, Passaponti M, Supuran CT, Gülçin İ. Carbonic anhydrase inhibitors: guaiacol and catechol derivatives effectively inhibit certain human carbonic anhydrase isoenzymes (hCA I, II, IX and XII). J Enzyme Inhib Med Chem. 2015;30(4):586-91. doi: 10.3109/14756366.2014.956310. Epub 2014 Nov 6. PubMed PMID: 25373500. 19: Akdemir A, De Monte C, Carradori S, Supuran CT. Computational investigation of the selectivity of salen and tetrahydrosalen compounds towards the tumor-associated hCA XII isozyme. J Enzyme Inhib Med Chem. 2015 Feb;30(1):114-8. doi: 10.3109/14756366.2014.892936. Epub 2014 Mar 25. PubMed PMID: 24666302. 20: Petrou A, Geronikaki A, Terzi E, Guler OO, Tuccinardi T, Supuran CT. Inhibition of carbonic anhydrase isoforms I, II, IX and XII with secondary sulfonamides incorporating benzothiazole scaffolds. J Enzyme Inhib Med Chem. 2016 Dec;31(6):1306-11. doi: 10.3109/14756366.2015.1128427. Epub 2016 Jan 8. PubMed PMID: 26745009.