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

Matrix Scientific

Product number: 007948
Product name: 5-(4-Methoxyphenyl)[1,3,4]thiadiazol-2-ylamine
Packaging: 500mg
Price: $35
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 5-Amino-4-(4-methoxyphenyl)-1,2,3-thiadiazole 2-Chloro-N-[5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-yl]acetamide 2-AMINO-5-(3,4-DIMETHOXYPHENYL)-1,3,4-THIADIAZOLE 2-FLUORO-N-(2-METHOXY-ETHYL)-N-[5-(4-METHOXY-PHENYL)-[1,3,4]THIADIAZOL-2-YL]-BENZAMIDE 5-(2,4-DIMETHOXYPHENYL)-1,3,4-THIADIAZOL-2-AMINE 2-AMINO-5-(3-METHOXYPHENYL)-1,3,4-THIADIAZOLE 2-AMINO-5-(2-METHOXYPHENYL)-1,3,4-THIADIAZOLE 5-BENZO[1,3]DIOXOL-5-YL-[1,3,4]THIADIAZOL-2-YLAMINE 5-(3,4-diethoxyphenyl)-1,3,4-thiadiazol-2-amine 1,3,4-Thiadiazol-2-amine, 5-(1,3-benzodioxol-5-yl)-N-phenyl- [4-(5-AMINO-[1,3,4]THIADIAZOL-2-YL)-PHENOXY]-ACETIC ACID N-[5-(3,4-DIMETHOXYPHENYL)-1,3,4-THIADIAZOL-2-YL]-1-NAPHTHAMIDE 5-(4-BUTOXY-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE 5-(4-PROPOXY-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE 5-(4-methoxy-3-nitrophenyl)-1,3,4-thiadiazol-2-amine Acetamide, N-(4-(((imino((imino((5-(4-methoxyphenyl)-1,3,4-thiadiazol- 2-yl)amino)methyl)amino)methyl)amino)sulfonyl)-2-methylphenyl)-, monoh ydrochloride N-[5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOL-2-YL]-1-NAPHTHAMIDE

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

Heterocyclic Building Blocks

Thiadiazoles

Amines

Oxadiazoles & Thiadiazoles

API intermediates

Oxadiazoles & Thiadiazoles

Building Blocks

Heterocyclic Building Blocks

Thiadiazoles