4-[[5-(AMINOSULFONYL)-1,3,4-THIADIAZOL-2-YL]AMINO]-4-OXO-BUTANOIC ACID
- Product Name
- 4-[[5-(AMINOSULFONYL)-1,3,4-THIADIAZOL-2-YL]AMINO]-4-OXO-BUTANOIC ACID
- CAS No.
- 78851-85-1
- Chemical Name
- 4-[[5-(AMINOSULFONYL)-1,3,4-THIADIAZOL-2-YL]AMINO]-4-OXO-BUTANOIC ACID
- Synonyms
- 4-Oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl);2-succinylamido-1,3,4-thiadiazole-5-sulfonamide;4-Oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoic acid;4-[[5-(AMINOSULFONYL)-1,3,4-THIADIAZOL-2-YL]AMINO]-4-OXO-BUTANOIC ACID;Butanoic acid, 4-[[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]amino]-4-oxo-
- CBNumber
- CB6241771
- Molecular Formula
- C6H8N4O5S2
- Formula Weight
- 280.28
- MOL File
- 78851-85-1.mol
4-[[5-(AMINOSULFONYL)-1,3,4-THIADIAZOL-2-YL]AMINO]-4-OXO-BUTANOIC ACID Property
- Density
- 1.807±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 4.17±0.10(Predicted)
- Appearance
- White to off-white Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 9270CA
- Product name
- 4-Oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoicacid
- Packaging
- 100mg
- Price
- $267
- Updated
- 2021/12/16
- Product number
- 9270CA
- Product name
- 4-Oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoicacid
- Packaging
- 250mg
- Price
- $385
- Updated
- 2021/12/16
- Product number
- CHM0993549
- Product name
- 4-[[5-(AMINOSULFONYL)-1,3,4-THIADIAZOL-2-YL]AMINO]-4-OXO-BUTANOIC ACID
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $500.5
- Updated
- 2021/12/16
- Product number
- CD11056630
- Product name
- 4-Oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoicacid
- Purity
- 97%
- Packaging
- 1g
- Price
- $574
- Updated
- 2021/12/16
- Product number
- A110298
- Product name
- 4-Oxo-4-((5-sulfamoyl-1,3,4-thiadiazol-2-yl)amino)butanoicacid
- Purity
- 97%
- Packaging
- 1g
- Price
- $617
- Updated
- 2021/12/16
4-[[5-(AMINOSULFONYL)-1,3,4-THIADIAZOL-2-YL]AMINO]-4-OXO-BUTANOIC ACID Chemical Properties,Usage,Production
Synthesis
108-30-5
14949-00-9
78851-85-1
General procedure for the synthesis of 4-[[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]amino]-4-oxobutanoic acid from succinic anhydride and 5-amino-1,3,4-thiadiazole-2-sulfonamide: To a solution of 5-amino-1,3,4-thiadiazole-2-sulfonamide (0.40 g, 2.22 mmol) in N,N-dimethylformamide was added Succinic anhydride (0.22 g, 2.22 mmol). The reaction mixture was heated at 100 °C with stirring for 12 hours. Upon completion of the reaction, the solvent was removed by rotary evaporator to afford the crude product 4-[[5-(aminosulfonyl)-1,3,4-thiadiazol-2-yl]amino]-4-oxobutanoic acid (0.60 g, 96% yield), which can be used in the next step of the reaction without further purification. The structure of the product was confirmed by the following characterization data: 1H NMR (400 MHz, DMSO-d6) δ 8.33 (s, 2H), 2.78 (t, J = 6.6 Hz, 2H), 2.62 (t, J = 6.4 Hz, 2H); 13C NMR (100 MHz, DMSO-d6) δ 174.08, 172.38, 164.52 , 162.15, 30.77, 29.08; HRMS (ESI+): m/z Calculated value C6H9N4O5S2 [M + H]+: 281.0014, measured value: 281.0009.
References
[1] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 5, p. 915 - 921
[2] Journal of Medicinal Chemistry, 2016, vol. 59, # 10, p. 5077 - 5088
[3] Patent: WO2017/161144, 2017, A1. Location in patent: Page/Page column 69
[4] Patent: US2005/143366, 2005, A1. Location in patent: Page/Page column 18
[5] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 16, p. 4851 - 4856
4-[[5-(AMINOSULFONYL)-1,3,4-THIADIAZOL-2-YL]AMINO]-4-OXO-BUTANOIC ACID Preparation Products And Raw materials
Raw materials
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