For research use only. Not for therapeutic 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.
| Catalog Number | R052943 |
| CAS Number | 4005-51-0 |
| Synonyms | 1,3,4-Thiadiazol-2-amine; 1,3,4-Thiadiazol-2-ylamine; 1,3,4-Thiadiazole-2-amine; 2-Aminothiadiazole; 5-Amino-1,3,4-thiadiazole; Aminothiadiazole; NSC 4728; TF 128; |
| Molecular Formula | C2H3N3S |
| Purity | ≥95% |
| Storage | -20°C |
| IUPAC Name | 1,3,4-thiadiazol-2-amine |
| InChI | InChI=1S/C2H3N3S/c3-2-5-4-1-6-2/h1H,(H2,3,5) |
| InChIKey | QUKGLNCXGVWCJX-UHFFFAOYSA-N |
| SMILES | C1=NN=C(S1)N |
| Reference | </br>1:Comparison of the hydrogen-bond patterns in 2-amino-1,3,4-thiadiazolium hydrogen oxalate, 2-amino-1,3,4-thiadiazole-succinic acid (1/2), 2-amino-1,3,4-thiadiazole-glutaric acid (1/1) and 2-amino-1,3,4-thiadiazole-adipic acid (1/1). Matulková I, Císařová I, Němec I, Fábry J.Acta Crystallogr C Struct Chem. 2014 Oct;70(Pt 10):927-33. doi: 10.1107/S2053229614018269. Epub 2014 Sep 4. PMID: 25279589 </br>2:Neuroprotective activity of 2-amino-1,3,4-thiadiazole derivative 4BrABT–an in vitro study. Juszczak M, Walczak K, Langner E, Karpińska M, Matysiak J, Rzeski W.Ann Agric Environ Med. 2013;20(3):575-9. PMID: 24069868 Free Article</br>3:Synthesis, characterization and RHF/ab initio simulations of 2-amino-1,3,4-thiadiazole and its annulated ring junction pyrimidine derivatives. Hamama WS, Gouda MA, Soliman MS, Badr MH, Zoorob HH.J Adv Res. 2013 Jan;4(1):69-73. doi: 10.1016/j.jare.2012.01.005. Epub 2012 Mar 9. PMID: 25685403 Free PMC Article</br>4:2-Amino-1,3,4-thiadiazole derivative (FABT) inhibits the extracellular signal-regulated kinase pathway and induces cell cycle arrest in human non-small lung carcinoma cells. Juszczak M, Matysiak J, Szeliga M, Pożarowski P, Niewiadomy A, Albrecht J, Rzeski W.Bioorg Med Chem Lett. 2012 Sep 1;22(17):5466-9. doi: 10.1016/j.bmcl.2012.07.036. Epub 2012 Jul 20. PMID: 22877634 </br>5:The activity of a new 2-amino-1,3,4-thiadiazole derivative 4ClABT in cancer and normal cells. Juszczak M, Matysiak J, Niewiadomy A, Rzeski W.Folia Histochem Cytobiol. 2011;49(3):436-44. PMID: 22038223 Free Article</br>6:Anticancer, neuroprotective activities and computational studies of 2-amino-1,3,4-thiadiazole based compound. Rzeski W, Matysiak J, Kandefer-Szerszeń M.Bioorg Med Chem. 2007 May 1;15(9):3201-7. Epub 2007 Feb 22. PMID: 17350846 </br>7:2-Amino-5-trifluoromethyl-1,3,4-thiadiazole and a redetermination of 2-amino-1,3,4-thiadiazole, both at 120 K: chains of edge-fused R(2)(2)(8) and R(4)(4)(10) rings, and sheets of R(2)(2)(8) and R(6)(6)(20) rings. Boechat N, Ferreira SB, Glidewell C, Low JN, Skakle JM, Wardell SM.Acta Crystallogr C. 2006 Jan;62(Pt 1):o42-4. Epub 2005 Dec 24. PMID: 16397341 </br>8:Spectrophotometric and electrical studies of charge transfer complexes of 2-amino-1,3,4-thiadiazole with pi-acceptors. Gaber M, Al-Shihry SS.Spectrochim Acta A Mol Biomol Spectrosc. 2005 Nov;62(1-3):526-31. PMID: 16257756 </br>9:1,3,4-thiadiazole derivatives. Part 9. Synthesis and biological activity of metal complexes of 5-(2-aminoethyl)-2-amino-1,3,4-thiadiazole. Barboiu M, Cimpoesu M, Guran C, Supuran CT.Met Based Drugs. 1996;3(5):227-32. PMID: 18472898 Free PMC Article</br>10:[Polarographic determination of N,N/’-methylene-bis(2-amino-1,3,4-thiadiazole) in water]. Luo Y, Zhang K, Li C, Xiao H.Hua Xi Yi Ke Da Xue Xue Bao. 1994 Sep;25(3):362-4. Chinese. PMID: 7896262 |
