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MedKoo Cat#: 571326 | Name: Aminothiazole

Description:

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

Aminothiazole is a kinase inhibitor. Aminothiazole is also active against multinucleated tartrate-resistant acid phosphatase (TRAP)-positive osteoclast-like cells, suggesting it may be a potential inhibitor for treatment of chronic inflammatory bone resorption, such as periodontitis. It may also be active as an antibacterial agent.

Chemical Structure

Aminothiazole
Aminothiazole
CAS#96-50-4

Theoretical Analysis

MedKoo Cat#: 571326

Name: Aminothiazole

CAS#: 96-50-4

Chemical Formula: C3H4N2S

Exact Mass: 100.0095

Molecular Weight: 100.14

Elemental Analysis: C, 35.98; H, 4.03; N, 27.98; S, 32.02

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
Aminothiazole; 2-aminothiazole; Basedol; NSC 1900; NSC-1900; NSC1900
IUPAC/Chemical Name
thiazol-2-amine
InChi Key
RAIPHJJURHTUIC-UHFFFAOYSA-N
InChi Code
InChI=1S/C3H4N2S/c4-3-5-1-2-6-3/h1-2H,(H2,4,5)
SMILES Code
NC1=NC=CS1
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 100.14 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: Kats A, Norgård M, Wondimu Z, Koro C, Concha Quezada H, Andersson G, Yucel-Lindberg T. Aminothiazoles inhibit RANKL- and LPS-mediated osteoclastogenesis and PGE2 production in RAW 264.7 cells. J Cell Mol Med. 2016 Jun;20(6):1128-38. doi: 10.1111/jcmm.12814. Epub 2016 Mar 14. PubMed PMID: 26987561; PubMed Central PMCID: PMC4882984. 2: Devine SM, Mulcair MD, Debono CO, Leung EW, Nissink JW, Lim SS, Chandrashekaran IR, Vazirani M, Mohanty B, Simpson JS, Baell JB, Scammells PJ, Norton RS, Scanlon MJ. Promiscuous 2-aminothiazoles (PrATs): a frequent hitting scaffold. J Med Chem. 2015 Feb 12;58(3):1205-14. doi: 10.1021/jm501402x. Epub 2015 Jan 16. PubMed PMID: 25559643. 3: Chen B, Guo S, Guo X, Zhang G, Yu Y. Selective Access to 4-Substituted 2-Aminothiazoles and 4-Substituted 5-Thiocyano-2-aminothiazoles from Vinyl Azides and Potassium Thiocyanate Switched by Palladium and Iron Catalysts. Org Lett. 2015 Oct 2;17(19):4698-701. doi: 10.1021/acs.orglett.5b02152. PubMed PMID: 26372853. 4: Bhuniya D, Mukkavilli R, Shivahare R, Launay D, Dere RT, Deshpande A, Verma A, Vishwakarma P, Moger M, Pradhan A, Pati H, Gopinath VS, Gupta S, Puri SK, Martin D. Aminothiazoles: Hit to lead development to identify antileishmanial agents. Eur J Med Chem. 2015 Sep 18;102:582-93. doi: 10.1016/j.ejmech.2015.08.013. Epub 2015 Aug 11. PubMed PMID: 26318065. 5: Francini CM, Fallacara AL, Artusi R, Mennuni L, Calgani A, Angelucci A, Schenone S, Botta M. Identification of Aminoimidazole and Aminothiazole Derivatives as Src Family Kinase Inhibitors. ChemMedChem. 2015 Dec;10(12):2027-41. doi: 10.1002/cmdc.201500428. Epub 2015 Oct 30. PubMed PMID: 26514807. 6: Berry D, Giles K, Oehler A, Bhardwaj S, DeArmond SJ, Prusiner SB. Use of a 2-aminothiazole to Treat Chronic Wasting Disease in Transgenic Mice. J Infect Dis. 2015 Jul 15;212 Suppl 1:S17-25. doi: 10.1093/infdis/jiu656. PubMed PMID: 26116725; PubMed Central PMCID: PMC4551108. 7: Meissner A, Boshoff HI, Vasan M, Duckworth BP, Barry CE 3rd, Aldrich CC. Structure-activity relationships of 2-aminothiazoles effective against Mycobacterium tuberculosis. Bioorg Med Chem. 2013 Nov 1;21(21):6385-97. doi: 10.1016/j.bmc.2013.08.048. Epub 2013 Sep 3. PubMed PMID: 24075144; PubMed Central PMCID: PMC3816974. 8: M Kretschmer SB, Woltersdorf S, Rödl CB, Vogt D, Häfner AK, Steinhilber D, Stark H, Hofmann B. Development of novel aminothiazole-comprising 5-LO inhibitors. Future Med Chem. 2016;8(2):149-64. doi: 10.4155/fmc.15.174. Epub 2016 Jan 29. PubMed PMID: 26824797. 9: Charles MD, Brookfield JL, Ekwuru TC, Stockley M, Dunn J, Riddick M, Hammonds T, Trivier E, Greenland G, Wong AC, Cheasty A, Boyd S, Crighton D, Olson MF. Discovery, Development, and SAR of Aminothiazoles as LIMK Inhibitors with Cellular Anti-Invasive Properties. J Med Chem. 2015 Oct 22;58(20):8309-13. doi: 10.1021/acs.jmedchem.5b01242. Epub 2015 Sep 30. PubMed PMID: 26356364. 10: Das D, Sikdar P, Bairagi M. Recent developments of 2-aminothiazoles in medicinal chemistry. Eur J Med Chem. 2016 Feb 15;109:89-98. doi: 10.1016/j.ejmech.2015.12.022. Epub 2015 Dec 23. Review. PubMed PMID: 26771245. 11: Giles K, Berry DB, Condello C, Hawley RC, Gallardo-Godoy A, Bryant C, Oehler A, Elepano M, Bhardwaj S, Patel S, Silber BM, Guan S, DeArmond SJ, Renslo AR, Prusiner SB. Different 2-Aminothiazole Therapeutics Produce Distinct Patterns of Scrapie Prion Neuropathology in Mouse Brains. J Pharmacol Exp Ther. 2015 Oct;355(1):2-12. doi: 10.1124/jpet.115.224659. Epub 2015 Jul 29. PubMed PMID: 26224882; PubMed Central PMCID: PMC4576665. 12: Chen C, Yang XD, Zhou ZY, Lai YJ, Rauf M, Wang Y, Pan J, Zhuang L, Wang Q, Wang YC, Tian N, Zhang XS, Sun SG. Aminothiazole-derived N,S,Fe-doped graphene nanosheets as high performance electrocatalysts for oxygen reduction. Chem Commun (Camb). 2015 Dec 14;51(96):17092-5. doi: 10.1039/c5cc06562c. PubMed PMID: 26451800. 13: Makam P, Kannan T. 2-Aminothiazole derivatives as antimycobacterial agents: Synthesis, characterization, in vitro and in silico studies. Eur J Med Chem. 2014 Nov 24;87:643-56. doi: 10.1016/j.ejmech.2014.09.086. Epub 2014 Sep 30. PubMed PMID: 25305331. 14: Kim J, Moon SH, Kim BT, Chae CH, Lee JY, Kim SH. A novel aminothiazole KY-05009 with potential to inhibit Traf2- and Nck-interacting kinase (TNIK) attenuates TGF-β1-mediated epithelial-to-mesenchymal transition in human lung adenocarcinoma A549 cells. PLoS One. 2014 Oct 22;9(10):e110180. doi: 10.1371/journal.pone.0110180. eCollection 2014. PubMed PMID: 25337707; PubMed Central PMCID: PMC4206343. 15: Khalil A, Edwards JA, Rappleye CA, Tjarks W. Design, synthesis, and biological evaluation of aminothiazole derivatives against the fungal pathogens Histoplasma capsulatum and Cryptococcus neoformans. Bioorg Med Chem. 2015 Feb 1;23(3):532-47. doi: 10.1016/j.bmc.2014.12.006. Epub 2014 Dec 10. PubMed PMID: 25543205; PubMed Central PMCID: PMC4302056. 16: Wang Y, Zhao F, Chi Y, Zhang WX, Xi Z. Substituent-controlled selective synthesis of N-acyl 2-aminothiazoles by intramolecular Zwitterion-mediated C-N bond cleavage. J Org Chem. 2014 Nov 21;79(22):11146-54. doi: 10.1021/jo502123k. Epub 2014 Nov 12. PubMed PMID: 25361067. 17: Papadopoulou MV, Bloomer WD, Rosenzweig HS, Wilkinson SR, Szular J, Kaiser M. Antitrypanosomal activity of 5-nitro-2-aminothiazole-based compounds. Eur J Med Chem. 2016 Jul 19;117:179-86. doi: 10.1016/j.ejmech.2016.04.010. Epub 2016 Apr 8. PubMed PMID: 27092415; PubMed Central PMCID: PMC4876673. 18: Stefanska J, Nowicka G, Struga M, Szulczyk D, Koziol AE, Augustynowicz-Kopec E, Napiorkowska A, Bielenica A, Filipowski W, Filipowska A, Drzewiecka A, Giliberti G, Madeddu S, Boi S, La Colla P, Sanna G. Antimicrobial and anti-biofilm activity of thiourea derivatives incorporating a 2-aminothiazole scaffold. Chem Pharm Bull (Tokyo). 2015;63(3):225-36. doi: 10.1248/cpb.c14-00837. PubMed PMID: 25757494. 19: Park H, Lee S, Hong S. Structure-based de novo design and synthesis of aminothiazole-based p38 MAP kinase inhibitors. Bioorg Med Chem Lett. 2015 Sep 15;25(18):3784-7. doi: 10.1016/j.bmcl.2015.07.094. Epub 2015 Aug 5. PubMed PMID: 26259807. 20: Li Z, Silber BM, Rao S, Gever JR, Bryant C, Gallardo-Godoy A, Dolghih E, Widjaja K, Elepano M, Jacobson MP, Prusiner SB, Renslo AR. 2-Aminothiazoles with improved pharmacotherapeutic properties for treatment of prion disease. ChemMedChem. 2013 May;8(5):847-57. doi: 10.1002/cmdc.201300007. Epub 2013 Mar 18. PubMed PMID: 23509039; PubMed Central PMCID: PMC3984044.