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MedKoo Cat#: 328038 | Name: Aminothiadiazole
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Description:

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

Aminothiadiazole, also known as NSC-4728; A-TDA; ADTA, is an inosine monophosphate dehydrogenase inhibitor potentially for the treatment of solid tumours. Aminothiadiazole is a synthetic derivative of nicotinamide adenine dinucleotide (NAD). Aminothiadiazole competitively inhibits inosine 5-monophosphate dehydrogenase, thereby disrupting the regulation of cell proliferation and differentiation in a number of cells. This agent is also a selective human adenosine A3 receptor antagonist.

Chemical Structure

Aminothiadiazole
Aminothiadiazole
CAS#4005-51-0

Theoretical Analysis

MedKoo Cat#: 328038

Name: Aminothiadiazole

CAS#: 4005-51-0

Chemical Formula: C2H3N3S

Exact Mass: 101.0048

Molecular Weight: 101.13

Elemental Analysis: C, 23.75; H, 2.99; N, 41.55; S, 31.70

Price and Availability

Size Price Availability Quantity
25g USD 250.00 2 Weeks
100g USD 450.00 2 Weeks
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Synonym
Aminothiadiazole; NSC-4728; A-TDA; ADTA; 2-Amino-1,3,4-thiadiazole
IUPAC/Chemical Name
1,3,4-Thiadiazol-2-amine
InChi Key
QUKGLNCXGVWCJX-UHFFFAOYSA-N
InChi Code
InChI=1S/C2H3N3S/c3-2-5-4-1-6-2/h1H,(H2,3,5)
SMILES Code
NC1=NN=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
Related CAS# 4005-51-0 (Aminothiadiazole free base) 26861-87-0 (Aminothiadiazole hydrochloride)

Preparing Stock Solutions

The following data is based on the product molecular weight 101.13 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: Gomha SM, Abdulla MM, Abou-Seri SM. Retraction notice to "Identification of novel aminothiazole and aminothiadiazole conjugated cyanopyridines as selective CHK1 inhibitors" [Eur. J. Med. Chem. 92 (2015) 459-470]. Eur J Med Chem. 2016 Oct 4;121:939. doi: 10.1016/j.ejmech.2016.07.008. PubMed PMID: 27523643. 2: Gomha SM, Abdulla MM, Abou-Seri SM. Identification of novel aminothiazole and aminothiadiazole conjugated cyanopyridines as selective CHK1 inhibitors. Eur J Med Chem. 2015 Mar 6;92:459-70. doi: 10.1016/j.ejmech.2015.01.019. PubMed PMID: 25594740. 3: Ardan B, Slyvka Y, Goreshnik E, Mys'kiv M. First N-allyl-aminothiadiazole copper(I) π-complexes: synthesis and structural peculiarities of [Cu(L)CF3SO3] and [Cu2(L)2(H2O)2](SiF6) • 2.5H2O compounds (L = 2-(allyl)-amino-5-methyl-1,3,4-thiadiazole). Acta Chim Slov. 2013;60(3):484-90. PubMed PMID: 24169701. 4: Kalimuthu P, John SA. Selective determination of homocysteine at physiological pH using nanostructured film of aminothiadiazole modified electrode. Bioelectrochemistry. 2010 Oct;79(2):168-72. doi: 10.1016/j.bioelechem.2010.02.006. PubMed PMID: 20409759. 5: Zeng Q, Bourbeau MP, Wohlhieter GE, Yao G, Monenschein H, Rider JT, Lee MR, Zhang S, Lofgren J, Freeman D, Li C, Tominey E, Huang X, Hoffman D, Yamane H, Tasker AS, Dominguez C, Viswanadhan VN, Hungate R, Zhang X. 2-Aminothiadiazole inhibitors of AKT1 as potential cancer therapeutics. Bioorg Med Chem Lett. 2010 Mar 1;20(5):1652-6. doi: 10.1016/j.bmcl.2010.01.046. PubMed PMID: 20137932. 6: Hilfiker MA, Wang N, Hou X, Du Z, Pullen MA, Nord M, Nagilla R, Fries HE, Wu CW, Sulpizio AC, Jaworski JP, Morrow D, Edwards RM, Jin J. Discovery of novel aminothiadiazole amides as selective EP(3) receptor antagonists. Bioorg Med Chem Lett. 2009 Aug 1;19(15):4292-5. doi: 10.1016/j.bmcl.2009.05.074. PubMed PMID: 19487124. 7: Chohan ZH. Biologically Active Co(II) and Ni(II) Complexes of N-(2-Thienylmethylene)-2-Aminothiadiazole. Met Based Drugs. 2002;8(6):323-7. doi: 10.1155/MBD.2002.323. PubMed PMID: 18476013; PubMed Central PMCID: PMC2365290. 8: Chohan ZH, Rauf A, Supuran CT. Antibacterial Co(II) and Ni(II) Complexes of N-(2-Furanylmethylene)-2-Aminothiadiazole and Role of SO(4), NO(3), C(2)O(4) and CH(3)CO(2) anions on Biological Properties. Met Based Drugs. 2002;8(5):287-91. doi: 10.1155/MBD.2002.287. PubMed PMID: 18476008; PubMed Central PMCID: PMC2365279. 9: Asbury R, Blessing JA, Moore D. A phase II trail of aminothiadiazole in patients with mixed mesodermal tumors of the uterine corpus: a Gynecologic Oncology Group study. Am J Clin Oncol. 1996 Aug;19(4):400-2. PubMed PMID: 8677914. 10: Asbury R, Blessing JA, Smith DM, Carson LF. Aminothiadiazole in the treatment of advanced leiomyosarcoma of the uterine corpus. A Gynecologic Oncology Group study. Am J Clin Oncol. 1995 Oct;18(5):397-9. PubMed PMID: 7572755. 11: Locker GY, Kilton L, Khandekar JD, Lad TE, Knop RH, Albain K, Blough R, French S, Benson AB 3rd. High-dose aminothiadiazole in advanced colorectal cancer. An Illinois Cancer Center phase II trial. Invest New Drugs. 1994;12(4):299-301. PubMed PMID: 7775130. 12: Engstrom PF, Ryan LM, Falkson G, Haller DG. Phase II study of aminothiadiazole in advanced squamous cell carcinoma of the esophagus. Am J Clin Oncol. 1991 Feb;14(1):33-5. PubMed PMID: 1987735. 13: Asbury RF, Blessing JA, McGuire WP, Hanjani P, Mortel R. Aminothiadiazole (NSC 4728) in patients with advanced carcinoma of the endometrium. A phase II study of the Gynecologic Oncology group. Am J Clin Oncol. 1990 Feb;13(1):39-41. PubMed PMID: 2407103. 14: Asbury RF, Blessing JA, DiSaia PJ, Malfetano J. Aminothiadiazole (NSC 4728) in patients with advanced nonsquamous carcinoma of the cervix. A phase II study of the Gynecologic Oncology Group. Am J Clin Oncol. 1989 Oct;12(5):375-7. PubMed PMID: 2801597. 15: Elson PJ, Kvols LK, Vogl SE, Glover DJ, Hahn RG, Trump DL, Carbone PP, Earle JD, Davis TE. Phase II trials of 5-day vinblastine infusion (NSC 49842), L-alanosine (NSC 153353), acivicin (NSC 163501), and aminothiadiazole (NSC 4728) in patients with recurrent or metastatic renal cell carcinoma. Invest New Drugs. 1988 Jun;6(2):97-103. PubMed PMID: 3170135. 16: Asbury RF, Kramar A, Haller DG. Aminothiadiazole (NSC #4728) in patients with advanced colon cancer. A phase II study of the Eastern Cooperative Oncology Group. Am J Clin Oncol. 1987 Oct;10(5):380-2. PubMed PMID: 3661489. 17: Asbury RF, Blessing JA, Mortel R, Homesley HD, Malfetano J. Aminothiadiazole (NSC #4728) in patients with advanced cervical carcinoma. A phase II study of the Gynecologic Oncology Group. Am J Clin Oncol. 1987 Aug;10(4):299-301. PubMed PMID: 3618541. 18: Locker GY, Khandekar J, Krauss S, Reisel H, Hoeltgen T, Wolter J, Haid M, Hoffman R, Blough R, Johnson C. Phase II trial of aminothiadiazole in previously treated and untreated patients with advanced colorectal carcinoma: an Illinois Cancer Council Trial. Cancer Treat Rep. 1987 Jun;71(6):649-50. PubMed PMID: 3555791. 19: Asbury RF, Wilson J, Blessing JA, Buchsbaum HJ, DiSaia PJ. Aminothiadiazole (NSC 4728) in patients with advanced ovarian carcinoma. A phase II study of the Gynecologic Oncology Group. Am J Clin Oncol. 1986 Aug;9(4):334-6. PubMed PMID: 3751971. 20: O'Dwyer PJ, Wagner BH, Stewart JA, Leyland-Jones B. Aminothiadiazole: an antineoplastic thiadiazole. Cancer Treat Rep. 1986 Jul;70(7):885-9. Review. PubMed PMID: 2872957.