5319-77-7

Basic information

• Product Name: 2-AMINO-5-(METHYLTHIO)-1,3,4-THIADIAZOLE
• Synonyms: IFLAB-BB F1386-0088;5-(METHYLTHIO)-1,3,4-THIADIAZOL-2-AMINE;2-AMINO-5-(METHYLTHIO)-1,3,4-THIADIAZOLE;1,3,4-Thiadiazol-2-amine, 5-(methylthio)-;1,3,4-Thiadiazole, 2-amino-5-(methylthio)-;2-Amino-5-methylmercapto-1,3,4-thiadiazole;4-thiadiazol-2-amine,5-(methylthio)-3;4-thiadiazole,2-amino-5-(methylthio)-3
• CAS NO: 5319-77-7
• Molecular Formula: C₃H₅N₃S₂
• Molecular Weight: 147.22
• EINECS: 203-573-7
• Product Categories: Amines;Oxadiazoles & Thiadiazoles;Oxadiazoles & Thiadiazoles;Building Blocks;Heterocyclic Building Blocks;Thiadiazoles
• Mol File: 5319-77-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 178-181 °C(lit.)
• Boiling Point: 318.1 °C at 760 mmHg
• Flash Point: 146.2 °C
• Appearance: /solid
• Density: 1.402 (estimate)
• Vapor Pressure: 0.000369mmHg at 25°C
• Refractive Index: 1.5800 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 3.37±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-5-(METHYLTHIO)-1,3,4-THIADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-(METHYLTHIO)-1,3,4-THIADIAZOLE(5319-77-7)
• EPA Substance Registry System: 2-AMINO-5-(METHYLTHIO)-1,3,4-THIADIAZOLE(5319-77-7)

Safety Data

• Hazard Codes: Xn
• Statements: 20/22
• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 5319-77-7(Hazardous Substances Data)

Usage

Chemical Properties

Yellowish crystalline powder

Uses

2-Amino-5-(methylthio)-1,3,4-thiadiazole may be used in the synthesis of 9-methylthio-7,7-dioxo-7,7a-dihydro-5-oxo-7λ6,10-dithia-8,11-diaza-cyclopenta[b] phenantren-6-one by reacting with 4-chloro-2-oxo-2H-chromene-3-sulfonyl chloride.

General Description

2-Amino-5-(methylthio)-1,3,4-thiadiazole is a 2-amino-5-substituted-1,3,4-thiadiazole. Its density at 25°C is 1.4020g/ml.

InChI:InChI=1/C3H5N3S2/c1-7-3-6-5-2(4)8-3/h1H3,(H2,4,5)

Upstream product

• 91679-53-7 1-thiocarbamoyl-S-methyl-iso thiosemicarbazide 
• 74-93-1 methylthiol 
• 2349-67-9 2-Amino-5-mercapto-1,3,4-thiadiazole 
• 74-83-9 methyl bromide 
• 74-87-3 methylene chloride 
• 556-64-9 methyl thiocyanate 
• 79-19-6 thiosemicarbazide 
• 2349-67-9 5-amino-2,3-dihydro-1,3,4-thiadiazole-2-thione 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 871883-24-8 (amino-methylsulfanyl-methylene)-dithiocarbazic acid methyl ester 
• 861564-16-1 (bis-methylsulfanyl-methylene)-thiosemicarbazide 

Downstream Products

• 7653-71-6 4-acetylamino-N-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-benzenesulfonamide 
• 38583-51-6 N-[5-methylsulfanyl-1,3,4-thiadiazol-2-yl]-acetamide 
• 69949-79-7 (2,4-dichloro-phenyl)-(6-methanesulfinyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]thiadiazol-3-ylidene)-amine 
• 69949-76-4 (4-chloro-phenyl)-(6-methanesulfinyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]thiadiazol-3-ylidene)-amine 
• 5319-75-5 N-[5-(methylthio)-1,3,4-thiadiazol-2-yl]benzamide 
• 69378-07-0 2-methylsulfanyl-6-phenyl-[1,3,4]thiadiazolo[3,2-a][1,3,5]triazine-5,7-dione 
• 69378-10-5 1-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-3-phenyl-urea 
• 69949-80-0 (6-methanesulfinyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]thiadiazol-3-ylidene)-(4-methoxy-phenyl)-amine 
• 69949-84-4 1-benzoyloxy-4-(6-methanesulfinyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]thiadiazol-3-ylideneamino)-benzene 
• 69984-83-4 (4-butyl-phenyl)-(6-methanesulfinyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]thiadiazol-3-ylidene)-amine 
• 69949-83-3 (6-methanesulfinyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]thiadiazol-3-ylidene)-(4-trifluoromethyl-phenyl)-amine 
• 69949-86-6 4-(6-methanesulfinyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]thiadiazol-3-ylideneamino)-N,N-dimethyl-benzenesulfonamide 
• 69984-84-5 [4-(4-ethyl-phenoxy)-phenyl]-(6-methanesulfinyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]thiadiazol-3-ylidene)-amine 
• 69949-89-9 [4-(4-tert-butyl-phenoxy)-phenyl]-(6-methanesulfinyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]thiadiazol-3-ylidene)-amine 

Relevant articles and documents

Synthesis and Bioactivity Evaluation of Novel Thiochroman-4-One Derivatives Incorporating Carboxamide and 1, 3, 4-Thiadiazole Thioether Moieties

A series of novel thiochroman-4-one derivatives incorporating carboxamide and 1, 3, 4-thiadiazole thioether moieties were synthesized. Bioassay results indicated that the EC50 values of compound 6-chloro-N-(5-(methylthio)-1, 3, 4-thiadiazol-2-yl)-4-oxothiochromane-2-carboxamide (5a) against Xanthomonas oryzae pv. Oryzae (Xoo) and Xanthomonas axonopodis pv. Citri (Xac) were 24 and 30 μg/mL, respectively, which were even better than those of bismerthiazol and thiadiazole copper. Meanwhile, compound 6-methyl-4-oxo-N-(5-(propylthio)-1, 3, 4-thiadiazol-2-yl)thiochromane-2-carboxamide (5m) showed a better antifungal activity against Botrytis cinerea (B. cinerea), with an inhibition rate of 69%, than carbendazim. As far as we know, this is the first report on the antibacterial and antifungal activities of this series of novel thiochroman-4-one derivatives incorporating carboxamide and 1, 3, 4-thiadiazole thioether moieties.

Containing 1, 3, 4 - thiadiazole thioether (sulfone) of 2 - (trifluoromethyl) benzamide derivatives, their preparation and use

The invention discloses a containing 1, 3, 4 - thiadiazole thioether (sulfone) of 2 - (trifluoromethyl) benzamide derivatives, their preparation and application, its general formula as follows, wherein: R1 Is methyl, ethyl, 2 - chloroethyl, 2 - fluoro ethyl, 2 - bromo ethyl, propyl, butyl, pentyl, 4 - cyano-benzyl, 4 - benzylic, 2 - fluorobenzyl, cyanomethyl, 2 - cyanoethyl, 3 - cyano-propyl, ; X is S or - S (O)2 -. The invention can control the south-knot nematode and rice [...], tobacco bacterial wilt and citrus canker composite infection.

Synthesis and in vitro evaluation of west nile virus protease inhibitors based on the 1,3,4,5-tetrasubstituted 1H-Pyrrol-2(5H)-one scaffold

West Nile virus (WNV), a member of the Flaviviridae family, is a mosquito-borne pathogen that causes a large number of human infections each year. There are currently no vaccines or antiviral therapies available for human use against WNV. Therefore, efforts to develop new chemotherapeutics against this virus are highly desired. In this study, a WNV NS2B-NS3 protease inhibitor with a 1,3,4,5-tetrasubstituted 1H-pyrrol-2(5H)-one scaffold was identified by screening a small library of nonpeptidic compounds. Optimization of this initial hit by the synthesis and screening of a focused library of compounds with this scaffold led to the identification of a novel uncompetitive inhibitor ((-)-1a16, IC50=2.2±0.7μM) of the WNV NS2B-NS3 protease. Molecular docking of the chiral compound onto the WNV protease indicates that the Renantiomer of 1a16 interferes with the productive interactions between the NS2B cofactor and the NS3 protease domain and is thus the preferred isomer for inhibition of the WNV NS2B-NS3 protease.