Hydrazinecarbothioamide, 2-(1,2-dihydro-2-oxo-3H-indol-3-ylidene)-

Base Information

• Chemical Name: Hydrazinecarbothioamide, 2-(1,2-dihydro-2-oxo-3H-indol-3-ylidene)-
• CAS No.: 487-16-1
• Molecular Formula: C₉H₈N₄OS
• Molecular Weight: 220.255
• Hs Code.: 2933790090
• European Community (EC) Number: 207-650-6
• NSC Number: 721
• DSSTox Substance ID: DTXSID5060067
• Nikkaji Number: J182.233K
• ChEMBL ID: CHEMBL333137,CHEMBL240095,CHEMBL1495416
• Mol file: 487-16-1.mol

Synonyms:isatin beta-thiosemicarbazone;isatizon

Chemical Property of Hydrazinecarbothioamide, 2-(1,2-dihydro-2-oxo-3H-indol-3-ylidene)-

Chemical Property:

• Vapor Pressure: 7.23E-08mmHg at 25°C
• Melting Point: 252-254°C
• Boiling Point: 437.9 °C at 760 mmHg
• PKA: 7.46±0.20(Predicted)
• Flash Point: 218.6 °C
• PSA: 111.60000
• Density: 1.6 g/cm3
• LogP: 1.40520
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 220.04188206
• Heavy Atom Count: 15
• Complexity: 283

Purity/Quality:

99% ^*data from raw suppliers

(3{Z})-1{H}-indole-2,3-dione3-thiosemicarbazone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C(N2)O)N=NC(=S)N

Technology Process of Hydrazinecarbothioamide, 2-(1,2-dihydro-2-oxo-3H-indol-3-ylidene)-

There total 8 articles about Hydrazinecarbothioamide, 2-(1,2-dihydro-2-oxo-3H-indol-3-ylidene)- 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: 97.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + thiosemicarbazide (79-19-6) → (Z)-2-(2-oxoindolin-3-ylidene)-hydrazinecarbothioamide (487-16-1,26134-45-2,27830-79-1,1165809-20-0)

Guidance literature:

With acetic acid; In isopropyl alcohol; at 50 ℃;

DOI:10.1016/j.ejmech.2015.02.032

Reference yield: 90.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) + thiosemicarbazide (79-19-6) → isatin-3-thiosemicarbazone (487-16-1,26134-45-2,27830-79-1,1165809-20-0)

Guidance literature:

With piperidine; for 0.166667h; Heating;

DOI:10.1080/10426500210227

Reference yield: 53.0%

1-acetyl-1H-indole-2,3-dione (574-17-4) + thiosemicarbazide (79-19-6) → (Z)-2-(2-oxoindolin-3-ylidene)-hydrazinecarbothioamide (487-16-1,26134-45-2,27830-79-1,1165809-20-0) + Z-3-thiosemicarbazone of 1-acetylisatin (110829-23-7) + o-(acetylamino)phenylglyoxylothiosemicarbazide (110829-24-8)

Guidance literature:

In N,N-dimethyl acetamide; Product distribution; other solvent;

upstream raw materials:

1-acetyl-1H-indole-2,3-dione

thiosemicarbazide

Z-3-thiosemicarbazone of 1-acetylisatin

indole-2,3-dione

Downstream raw materials:

(Z,Z)-3,3'-Thiodi(1-p-chlorophenyl-3-phenyl-prop-2-ene-1-one)

6-p-chlorophenyl-3-[2-oxo-2H,3H-benzo(b)pyrrolidine-3-iminyl]-4-oxo-2-thioxo-1,2,4-trihydropyrimidine

Refernces

• 1、 Barros Freitas, Luiz Alberto,Caroline da Silva Santos, Aline,de Cássia Silva, Gedália,Nayara do Nascimento Albuquerque, Franciely,Silva, Elis Dionísio,Alberto de Simone, Carlos,Alves Pereira, Valéria Rêgo,Alves, Luiz Carlos,Brayner, Fabio André,Lima Leite, Ana Cristina,de Moraes Gomes, Paulo André Teixeira. "Structural improvement of new thiazolyl-isatin derivatives produces potent and selective trypanocidal and leishmanicidal compounds". . . Retrieved 2021/07/19.
• 2、 Gao, Dingding,Li, Yingxia. "Identification and preliminary structure–activity relationships of 1-Indanone derivatives as novel indoleamine-2,3-dioxygenase 1 (IDO1) inhibitors". . p. 3780 - 3791. Retrieved 2017/06/13.