2-(1H-Indol-3-yl)acetohydrazide

Base Information

• Chemical Name: 2-(1H-Indol-3-yl)acetohydrazide
• CAS No.: 5448-47-5
• Molecular Formula: C10H11N3O
• Molecular Weight: 189.217
• Hs Code.: 2933990090
• European Community (EC) Number: 226-672-7
• NSC Number: 63799,17812
• DSSTox Substance ID: DTXSID00202885
• Nikkaji Number: J41.022E
• Wikidata: Q83076225
• ChEMBL ID: CHEMBL4534416
• Mol file: 5448-47-5.mol

Synonyms:5448-47-5;2-(1H-Indol-3-yl)acetohydrazide;Indole-3-acetic acid hydrazide;1H-Indole-3-acetic acid, hydrazide;1-(3-Indolylacetyl)hydrazine;3-Indolylacetic acid hydrazide;Indole-3-acetic hydrazide;3-Indoleacetic acid hydrazide;Hydrazine, 1-(3-indolylacetyl)-;indole 3-acethydrazide;INDOLE-3-ACETIC ACID, HYDRAZIDE;EINECS 226-672-7;NSC 17812;NSC 63799;BRN 0170455;NSC17812;5-22-03-00075 (Beilstein Handbook Reference);Indole-3-acethydrazide;(1H-Indol-3-yl)acetic acid hydrazide;1H-Indole-3-acetohydrazide;NCIOpen2_000010;2-(3-indolyl)acetohydrazide;Oprea1_734005;SCHEMBL947150;indol-3-ylacetic acid hydrazide;CHEMBL4534416;DTXSID00202885;Indole-3-acetic hydrazide, 97%;1H-indole-3-acetic acid hydrazide;AMY15372;NSC63799;MFCD00005634;NSC-17812;NSC-63799;STK367298;2-(1H-Indol-3-yl)acetohydrazide #;2-(indol-3-yl)acetic acid hydrazide;AKOS001039185;CS-W015939;PS-6234;LS-82179;FT-0627214;EN300-06941;F16358;I-1120;A830210;Z56939166

Chemical Property of 2-(1H-Indol-3-yl)acetohydrazide

Chemical Property:

• Appearance/Colour: beige to pale brown fine crystalline powder
• Vapor Pressure: 7.76E-11mmHg at 25°C
• Melting Point: 142-145 °C(lit.)
• Refractive Index: 1.691
• Boiling Point: 518 °C at 760 mmHg
• PKA: 13.23±0.18(Predicted)
• Flash Point: 267.1 °C
• PSA: 70.91000
• Density: 1.311 g/cm³
• LogP: 1.79150
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 189.090211983
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

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

Indole-3-Acetic Acid Hydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 24/25-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CC(=O)NN
• Uses: Reactant for preparation of:? ;Antifungal agents1? ;Anticonvulsant agents2? ;Alpha-4 (α4) integrin antagonists3? ;A fluorescent analogue of UDP-N-acetylglucosamine4? ;Antioxidant agents with myocardial protection properties5? ;Antagonist agents of neuropeptide Y receptors6? ;Antibacterial agents7? ;Potential monoamine oxidase inhibitors8 Reactant for preparation of:Antifungal agentsAnticonvulsant agentsAlpha-4 (α4) integrin antagonistsA fluorescent analogue of UDP-N-acetylglucosamineAntioxidant agents with myocardial protection propertiesAntagonist agents of neuropeptide Y receptorsAntibacterial agentsPotential monoamine oxidase inhibitors

Technology Process of 2-(1H-Indol-3-yl)acetohydrazide

There total 5 articles about 2-(1H-Indol-3-yl)acetohydrazide 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%

Indole-3-acetic acid methyl ester (1912-33-0) → 1H-indol-3-acetohydrazide (5448-47-5)

Guidance literature:

With hydrazine hydrate; In methanol; at 60 ℃;

Reference yield: 95.0%

ethyl 3-indoleacetate (778-82-5) → 1H-indol-3-acetohydrazide (5448-47-5)

Guidance literature:

With hydrazine hydrate; In ethanol; for 8h; Reflux;

DOI:10.1016/j.ejmech.2013.01.038

Reference yield: 87.0%

→ 1H-indol-3-acetohydrazide (5448-47-5)

Guidance literature:

With hydrazine hydrate; Reflux; Microwave irradiation;

upstream raw materials:

Indole-3-acetic acid methyl ester

ethyl 3-indoleacetate

indole-3-acetic acid

indole

Downstream raw materials:

C₃₈H₄₃N₇O₄

C₃₈H₄₃N₇O₃

(R)-N-(1-(5-((1H-indol-3-yl)methyl)-4-(2,4-dimethoxybenzyl)-4H-1,2,4-triazol-3-yl)-2-(1H-indol-3-yl)ethyl)-2-amino-2-methylpropanamide

Refernces

• 1、 Al-Sanea, Mohammad M.,Obaidullah, Ahmad J.,Shaker, Mohamed E.,Chilingaryan, Garri,Alanazi, Mohammed M.,Alsaif, Nawaf A.,Alkahtani, Hamad M.,Alsubaie, Sultan A.,Abdelgawad, Mohamed A.. "A new CDK2 inhibitor with 3-hydrazonoindolin-2-one scaffold endowed with anti-breast cancer activity: Design, synthesis, biological evaluation, and in silico insights". . . Retrieved 2021.
• 2、 Taha, Muhammad,Ismail, Sukinah,Imran, Syahrul,Almandil, Noor Barak,Alomari, Munther,Rahim, Fazal,Uddin, Nizam,Hayat, Shawkat,Zaman, Khalid,Ibrahim, Mohamad,Alghanem, Bandar,Islam, Imadul,Farooq, Rai Khalid,Boudjelal, Mohamed,Khan, Khalid Mohammed. "Synthesis of new urease enzyme inhibitors as antiulcer drug and computational study". . . Retrieved 2021/04/26.
• 3、 Abbasi, M. A.,Ahmad, I.,Ashraf, M.,Aziz-ur-Rehman,Fatima, Hina,Khan, F. A.,Lodhi, M. A.,Qurat-ul-Ain,Rubab, K.,Shah, S. A. A.,Shahid, M.,Siddiqui, S. Z.. "Synthesis, Pharmacological Evaluation and Molecular Docking Studies of N-[2-(1H-indol-3-yl)Acetyl]Arylsulfonohydrazides". . p. 665 - 678. Retrieved 2021/10/30.