5-Phenyl-1H-1,2,4-triazol-3-amine

Base Information

• Chemical Name: 5-Phenyl-1H-1,2,4-triazol-3-amine
• CAS No.: 4922-98-9
• Molecular Formula: C8H8N4
• Molecular Weight: 160.178
• Hs Code.: 2933990090
• European Community (EC) Number: 819-092-6
• NSC Number: 96969,34794
• UNII: QA2L2ED2R9
• DSSTox Substance ID: DTXSID30197735
• Nikkaji Number: J49.158F
• Wikidata: Q72499073
• ChEMBL ID: CHEMBL1568624
• Mol file: 4922-98-9.mol

Synonyms:5-Phenyl-1H-1,2,4-triazol-3-amine;4922-98-9;5-phenyl-4H-1,2,4-triazol-3-amine;3-phenyl-1H-1,2,4-triazol-5-amine;5-Phenyl-1H-[1,2,4]triazol-3-ylamine;3-Amino-5-phenyl-1H-1,2,4-triazole;1H-1,2,4-Triazol-3-amine, 5-phenyl-;1H-1,2,4-Triazole, 3-amino-5-phenyl-;NSC 34794;NSC 96969;QA2L2ED2R9;5-Amino-2-phenyl-1H-1,3,4-triazole;AI3-60178;MLS000738090;CHEMBL1568624;2-Fenil-5-amino-1,3,4-triazolo [Italian];2-Fenil-5-amino-1,3,4-triazolo;NSC-34794;NSC-96969;1H-1,4-Triazol-3-amine, 5-phenyl-;1H-1,4-Triazole, 3-amino-5-phenyl-;SMR000122122;5-phenyl-2H-(1,2,4)triazol-3-ylamine;5-Phenyl-2H-[1,2,4]triazol-3-ylamine;SR-01000512771;UNII-QA2L2ED2R9;MLS000525248;SCHEMBL538459;DTXSID30197735;HMS2374H08;AMY10047;NSC34794;NSC96969;3-amino-5-phenyl-1,2,4-triazole;5-amino-3-phenyl-1,2,4-triazole;BBL003983;BDBM50548625;MFCD00086332;MFCD00465593;MFCD01859797;STK422228;5phenyl1h1,2,4triazol3amine nitrate;AKOS000111498;AKOS000301955;AKOS002676095;S-TRIAZOLE, 3-AMINO-5-PHENYL-;NCGC00245501-01;NCGC00245501-02;DS-12606;SY007375;5-Phenyl-4H-[1,2,4]triazol-3-ylamine;LS-155764;BB 0219942;BB 0258862;CS-0037015;FT-0602737;P2658;EN300-11212;A26929;W13327;1H-1,2,4-TRIAZOL-5-AMINE, 3-PHENYL-;AE-477/25037009;SR-01000512771-1;SR-01000512771-2;Z1891772907

Chemical Property of 5-Phenyl-1H-1,2,4-triazol-3-amine

Chemical Property:

• Vapor Pressure: 4.48E-07mmHg at 25°C
• Melting Point: 191-193℃
• Refractive Index: 1.673
• Boiling Point: 414.4 °C at 760 mmHg
• PKA: 10.78±0.40(Predicted)
• Flash Point: 233.7 °C
• PSA: 67.59000
• Density: 1.315 g/cm³
• LogP: 1.63510
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 160.074896272
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Phenyl-4h-1,2,4-triazol-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC(=NN2)N
• Uses: 5-Phenyl-4h-1,2,4-triazol-3-amine, is an intermediate in the synthesis of WP155. 5-Phenyl-4h-1,2,4-triazol-3-amine is also used in biological studies to evaluate its pharmacological activity as it can be applied to a method for reducing susceptibility to tumor formation induced by 3-deoxyglucosone and precursors thereof.

Technology Process of 5-Phenyl-1H-1,2,4-triazol-3-amine

There total 31 articles about 5-Phenyl-1H-1,2,4-triazol-3-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

3-hydroxylamino-5-phenyl-1,2,4-triazole (1257878-79-7) → 5-phenyl-1H-1,2,4-triazol-3-amine (4922-98-9)

Guidance literature:

With hydrazine hydrate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1021/jo102049r

Reference yield: 93.0%

CYANAMID (420-04-2) + benzaldehyde p-toluenesulfonylhydrazone (1666-17-7) → 3-Amino-5-phenyl-4H-1,2,4-triazole (4922-98-9)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 20 ℃; Reagent/catalyst; Solvent; Inert atmosphere;

DOI:10.1021/acs.orglett.1c01379

Reference yield: 90.0%

N-(benzamido)-guanidine (3679-92-3) → 3-Amino-5-phenyl-4H-1,2,4-triazole (4922-98-9)

Guidance literature:

With toluene-4-sulfonic acid; In 1,4-dioxane; water; Reflux;

DOI:10.1016/j.bioorg.2021.104782

upstream raw materials:

thiobenzimidic acid ethyl ester; hydrochloride

aminoguanidine nitrate

N-(benzamido)-guanidine

ethyl benzimidate hydrochloride

Downstream raw materials:

7-imino-2-phenyl-6-triphenylphosphoranylidene-6,7-dihydro-s-triazolo[1,5-a]pyrimidine

4,8-Dihydro-4,4-dimethoxy-7-phenyl-1,2,4-triazolo<5,1-c><1,2,4>triazine

4,6-Dihydro-4,4-dimethoxy-7-phenyl-1,2,4-triazolo<5,1-c><1,2,4>triazine

C₁₈H₁₆N₄O

Refernces

• 1、 Lin, Lin,Lin, Guangyao,Zhou, Qingtong,Bathgate, Ross A.D.,Gong, Grace Qun,Yang, Dehua,Liu, Qing,Wang, Ming-Wei. "Design, synthesis and pharmacological evaluation of tricyclic derivatives as selective RXFP4 agonists". . . Retrieved 2021/03/16.
• 2、 Platte, Simon,Korff, Marvin,Imberg, Lukas,Balicioglu, Ilker,Erbacher, Catharina,Will, Jonas M.,Daniliuc, Constantin G.,Karst, Uwe,Kalinin, Dmitrii V.. "Microscale Parallel Synthesis of Acylated Aminotriazoles Enabling the Development of Factor XIIa and Thrombin Inhibitors". . p. 3672 - 3690. Retrieved 2021/08/07.