ChemicalBook > CAS DataBase List > 2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLE

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
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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
CAS DataBase Reference
1014-25-1(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HazardClass 
IRRITANT
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
576026
Product name
2-Amino-5-(4-methoxyphenyl)-1,3,4-thiadiazole
Purity
97%
Packaging
1g
Price
$23
Updated
2023/06/20
TCI Chemical
Product number
M3799
Product name
5-(4-Methoxyphenyl)-1,3,4-thiadiazol-2-amine
Packaging
1G
Price
$59
Updated
2025/07/31
TCI Chemical
Product number
M3799
Product name
5-(4-Methoxyphenyl)-1,3,4-thiadiazol-2-amine
Packaging
5G
Price
$177
Updated
2025/07/31
TRC
Product number
A613305
Product name
2-Amino-5-(4-methoxyphenyl)-1,3,4-thiadiazole
Packaging
1g
Price
$110
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
COR0003185
Product name
5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOL-2-AMINE
Purity
95.00%
Packaging
0.5G
Price
$422
Updated
2021/12/16
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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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2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLE Suppliers

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View Lastest Price from 2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLE manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
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

1014-25-1, 2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLERelated Search:


  • 2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLE
  • 2-AMINO-5-(METHOXYPHENYL)-1,3,4-THIADIA&
  • 2-Amino-5-(4-methoxyphenyl)-1,3,4-thiadiazole 97%
  • 5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-amine(SALTDATA: FREE)
  • 1,3,4-Thiadiazol-2-aMine, 5-(4-Methoxyphenyl)-
  • AKOS B014673
  • 5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOL-2-AMINE
  • 5-(4-METHOXY-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE
  • IFLAB-BB F1386-0072
  • BUTTPARK 24\04-30
  • ART-CHEM-BB B014673
  • TIMTEC-BB SBB000467
  • JRH-02708, 5-(4-Methoxyphenyl)-1,3,4-thiadiazol-2-amine, 97%
  • 5-(4-Methoxyphenyl)-1,3,4-thiadazol-2-amine
  • 1014-25-1
  • Building Blocks
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  • Thiadiazoles
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  • Oxadiazoles & Thiadiazoles
  • API intermediates
  • Oxadiazoles & Thiadiazoles
  • Building Blocks
  • Heterocyclic Building Blocks
  • Thiadiazoles