6-Aza-2-thiothymine

Base Information

• Chemical Name: 6-Aza-2-thiothymine
• CAS No.: 615-76-9
• Deprecated CAS: 7338-83-2
• Molecular Formula: C4H5N3OS
• Molecular Weight: 143.169
• Hs Code.: 29336980
• European Community (EC) Number: 210-445-4
• NSC Number: 102906,38618,1609
• UNII: RHH0RIO9KF
• DSSTox Substance ID: DTXSID30210473
• Nikkaji Number: J91.050C
• ChEMBL ID: CHEMBL3272983
• Mol file: 615-76-9.mol

Synonyms:2-thio-6-azathymine;6-aza-2-thiothymine

Chemical Property of 6-Aza-2-thiothymine

Chemical Property:

• Appearance/Colour: light yellow to beige crystalline flakes
• Vapor Pressure: 1.42E-05mmHg at 25°C
• Melting Point: 218-221 °C(lit.)
• Refractive Index: 1.749
• Boiling Point: 356.4 °C at 760 mmHg
• PKA: 5.83±0.40(Predicted)
• Flash Point: 169.4 °C
• PSA: 93.63000
• Density: 1.63 g/cm³
• LogP: 0.13590
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water (partly), and formic acid (5 %).
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 143.01533297
• Heavy Atom Count: 9
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

3-mercapto-6-methyl-1,2,4-triazin-5(4H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-11
• Safety Statements: 36/37/39-26-22-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=NNC(=S)NC1=O
• Uses: 6-Aza-2-thiothymine is used in MALDI analysis of acidic glycans in negative ion mode. It is also called as pharmaceutical intermediates.

Technology Process of 6-Aza-2-thiothymine

There total 25 articles about 6-Aza-2-thiothymine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

(Z)-ethyl 2-(2-carbamothioylhydrazono)propanoate → 6-aza-2-thiothymine (615-76-9)

Guidance literature:

With sodium acetate; acetic acid; In ethanol; at 110 ℃; for 2.5h;

DOI:10.1039/d0nj04154h

Reference yield: 90.0%

pyruvic acid thiosemicarbazone (10418-09-4,732221-48-6) → 6-aza-2-thiothymine (615-76-9)

Guidance literature:

With sodium hydroxide; In water; for 0.5h; Heating;

DOI:10.1515/HC.2005.11.1.101

Reference yield: 86.0%

2-oxo-propionic acid ethyl ester (617-35-6) + thiosemicarbazide (79-19-6) → 6-aza-2-thiothymine (615-76-9)

Guidance literature:

2-oxo-propionic acid ethyl ester; thiosemicarbazide; In ethanol; at 90 ℃; for 0.5h;

With sodium hydroxide; In water; for 0.5h; Reflux;

DOI:10.1002/cbdv.201100285

upstream raw materials:

pyruvic acid thiosemicarbazone

ethyl 2-(2-carbamothioylhydrazono)propanoate

thiosemicarbazide

6-methyl-3-(propargylmercapto)-1,2,4-triazin-5(2H)-one

Downstream raw materials:

(6-methyl-5-oxo-4,5-dihydro-[1,2,4]triazin-3-ylsulfanyl)-acetic acid

3-(allythio)-6-methyl-1,2,4-triazin-5(2H)-one

3-Methylthio-5-oxo-dihydro-6-methyl-1,2,4-triazin

6-methyl-3-methylamino-4H-[1,2,4]triazin-5-one

Refernces

• 1、 Diab, Hadeer M.,Hassan, Walid M.I.,Abdelhamid, Ismail A.,Elwahy, Ahmed H.M.. "Experimental and theoretical study on the regioselective synthesis and reaction of some bis- and poly(3-mercapto-1,2,4-triazin-5(4H)-one) derivatives". . p. 244 - 261. Retrieved 2019/07/31.
• 2、 Koegler, Martin,Busson, Roger,De Jonghe, Steven,Rozenski, Jef,Van Belle, Kristien,Louat, Thierry,Munier-Lehmann, Helne,Herdewijn, Piet. "Synthesis and evaluation of 6-Aza-2′-deoxyuridine monophosphate analogs as inhibitors of thymidylate synthases, and as substrates or inhibitors of thymidine monophosphate kinase in mycobacterium tuberculosis". experimental part. p. 536 - 556. Retrieved 2012/05/20.