5-Carboxyoxindole

Base Information

• Chemical Name: 5-Carboxyoxindole
• CAS No.: 102359-00-2
• Molecular Formula: C9H7NO3
• Molecular Weight: 177.159
• Hs Code.: 2933790090
• European Community (EC) Number: 816-078-1
• DSSTox Substance ID: DTXSID10378368
• Wikidata: Q72498457
• Mol file: 102359-00-2.mol

Synonyms:5-Carboxyoxindole;102359-00-2;2-oxoindoline-5-carboxylic acid;2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid;1H-INDOLE-5-CARBOXYLIC ACID, 2,3-DIHYDRO-2-OXO-;2-oxo-1,3-dihydroindole-5-carboxylic Acid;2-OXINDOLE-5-CARBOXYLIC ACID;MFCD03411961;5-Carboxy-2-oxindole;5-carboxyoxindol;OXINDOLE-5-CARBOXYLIC ACID;SCHEMBL688890;5-carboxyoxindole, AldrichCPR;2-oxoindoline-5-carboxylicacid;DTXSID10378368;LLLKBUWXODIMEW-UHFFFAOYSA-N;CEA35900;BBL010825;STK629645;AKOS000156463;PB20027;PS-3319;AC-27824;BL003040;SY012329;CS-0046855;FT-0601014;EN300-43775;Q-102640;Z285150648

Chemical Property of 5-Carboxyoxindole

Chemical Property:

• Vapor Pressure: 2.99E-09mmHg at 25°C
• Melting Point: 310-316°C
• Boiling Point: 459.8 °C at 760 mmHg
• PKA: 4.19±0.20(Predicted)
• Flash Point: 231.9 °C
• PSA: 66.40000
• Density: 1.433 g/cm³
• LogP: 1.01740
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 177.042593085
• Heavy Atom Count: 13
• Complexity: 251

Purity/Quality:

99%min ^*data from raw suppliers

5-Carboxyoxindole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=C(C=CC(=C2)C(=O)O)NC1=O

Technology Process of 5-Carboxyoxindole

There total 8 articles about 5-Carboxyoxindole 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%

5-chloroacetylindolin-2-one (65435-04-3) → 2-oxoindoline-5-carboxylic acid (102359-00-2)

Guidance literature:

With pyridine; sodium hydroxide; In water; at 70 - 90 ℃; for 6h;

Reference yield: 97.0%

methyl 2-oxoindoline-5-carboxylate (199328-10-4) → 2-oxoindoline-5-carboxylic acid (102359-00-2)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃;

Reference yield: 95.0%

1H-Indole-5-carboxylic acid (1670-81-1,142396-03-0) → 2-oxoindoline-5-carboxylic acid (102359-00-2)

Guidance literature:

1H-Indole-5-carboxylic acid; With bromine; acetic acid; lithium bromide; In ethanol; tert-butyl alcohol; at 15 ℃; for 2.25h; Cooling with ice;

With zinc; In ethanol; tert-butyl alcohol; at 20 ℃; for 16h;

upstream raw materials:

5-chloroacetylindolin-2-one

2-oxoindole

methyl 2-oxoindoline-5-carboxylate

1H-Indole-5-carboxylic acid

Downstream raw materials:

5-(4-benzyl-1-piperazinylcarbonyl)oxindol

C₁₅H₁₃N₃O₂

Refernces

• 1、 Guo, Jing,Zhao, Fan,Yin, Wenbo,Zhu, Mingyue,Hao, Chenzhou,Pang, Yu,Wu, Tianxiao,Wang, Jian,Zhao, Dongmei,Li, Haitao,Cheng, Maosheng. "Design, synthesis, structure-activity relationships study and X-ray crystallography of 3-substituted-indolin-2-one-5-carboxamide derivatives as PAK4 inhibitors". . p. 197 - 209. Retrieved 2018/06/12.
• 2、 Guo, Jing,Zhu, Mingyue,Wu, Tianxiao,Hao, Chenzhou,Wang, Kai,Yan, Zizheng,Huang, Wanxu,Wang, Jian,Zhao, Dongmei,Cheng, Maosheng. "Discovery of indolin-2-one derivatives as potent PAK4 inhibitors: Structure-activity relationship analysis, biological evaluation and molecular docking study". . p. 3500 - 3511. Retrieved 2017/05/29.