2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLE
- Product Name
- 2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLE
- CAS No.
- 1014-25-1
- Chemical Name
- 2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLE
- Synonyms
- AKOS B014673;BUTTPARK 24\04-30;ART-CHEM-BB B014673;IFLAB-BB F1386-0072;TIMTEC-BB SBB000467;2-AMINO-5-(METHOXYPHENYL)-1,3,4-THIADIA&;5-(4-Methoxyphenyl)-1,3,4-thiadazol-2-amine;5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOL-2-AMINE;2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLE;1,3,4-Thiadiazol-2-aMine, 5-(4-Methoxyphenyl)-
- CBNumber
- CB7160349
- Molecular Formula
- C9H9N3OS
- Formula Weight
- 207.25
- MOL File
- 1014-25-1.mol
2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLE Property
- Melting point:
- 185-187 °C
- Boiling point:
- 393.1±44.0 °C(Predicted)
- Density
- 1.320±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- form
- solid
- pka
- 3.37±0.10(Predicted)
- Appearance
- White to light yellow Solid
- InChI
- 1S/C9H9N3OS/c1-13-7-4-2-6(3-5-7)8-11-12-9(10)14-8/h2-5H,1H3,(H2,10,12)
- InChIKey
- UJBCFMCQLVRXBQ-UHFFFAOYSA-N
- SMILES
- COc1ccc(cc1)-c2nnc(N)s2
- CAS DataBase Reference
- 1014-25-1(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- 576026
- Product name
- 2-Amino-5-(4-methoxyphenyl)-1,3,4-thiadiazole
- Purity
- 97%
- Packaging
- 1g
- Price
- $23
- Updated
- 2023/06/20
- Product number
- M3799
- Product name
- 5-(4-Methoxyphenyl)-1,3,4-thiadiazol-2-amine
- Packaging
- 1G
- Price
- $35
- Updated
- 2026/03/19
- Product number
- M3799
- Product name
- 5-(4-Methoxyphenyl)-1,3,4-thiadiazol-2-amine
- Packaging
- 5G
- Price
- $125
- Updated
- 2026/03/19
- Product number
- A613305
- Product name
- 2-Amino-5-(4-methoxyphenyl)-1,3,4-thiadiazole
- Packaging
- 1g
- Price
- $110
- Updated
- 2021/12/16
- Product number
- 007948
- Product name
- 5-(4-Methoxyphenyl)[1,3,4]thiadiazol-2-ylamine
- Packaging
- 500mg
- Price
- $35
- Updated
- 2021/12/16
2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLE Chemical Properties,Usage,Production
Uses
2-Amino-5-(4-methoxyphenyl)-1,3,4-thiadiazole is a thiadiazole derivative that is potent and selective human adenosine A3 receptor antagonist. It is also used as a reactant in the synthesis of substituted thiadiazolyl(styryl)quinazolinones with anticonvulsant, sedative-hypnotic, and CNS depressant activities.
Synthesis Reference(s)
Journal of the American Chemical Society, 73, p. 906, 1951 DOI: 10.1021/ja01147a007
Synthesis
79-19-6
100-09-4
1014-25-1
5.1.1 Synthesis of 5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-amine (61): p-Methoxybenzoic acid (5.18 g, 25 mmol) and aminothiourea (2.28 g, 25 mmol) were dissolved in POCl3 (7 mL) and stirred vigorously for 0.5 hours at 75°C. After the reaction was completed, H2O (30 mL) was added and the reaction mixture was heated to reflux for 4 hours. Subsequently, the pH of the reaction mixture was adjusted with 50% NaOH solution to 8. The precipitate was collected by filtration and the filter cake was recrystallized with ethanol to afford yellow crystals of the target compound 61 in 82% yield with a melting point of 219-220 °C (EtOH).ESI-MS m/z: 208.2 [M + H]+; 1H NMR (DMSO-d6) δ 3.80 (s, 3H ), 7.01-7.03 (m, 2H), 7.23 (s, 2H), 7.67-7.69 (m, 2H). Compounds 60-81 were synthesized in the same way.
References
[1] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 14, p. 6663 - 6668
[2] Tetrahedron, 2018, vol. 74, # 31, p. 4161 - 4167
[3] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 21, p. 5766 - 5775
[4] Medicinal Chemistry, 2014, vol. 10, # 4, p. 376 - 381
[5] Medicinal Chemistry Research, 2012, vol. 21, # 6, p. 816 - 824
2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLE manufacturers
- Product
- 2-Amino-5-(4-methoxyphenyl)-1,3,4-thiadiazole 1014-25-1
- Price
- US $1.10-9.90/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 100kg
- Release date
- 2025-08-14