4H-Furo[3,2-b]pyrrole-5-carboxylic acid

Base Information

• Chemical Name: 4H-Furo[3,2-b]pyrrole-5-carboxylic acid
• CAS No.: 67268-37-5
• Molecular Formula: C7H5NO3
• Molecular Weight: 151.122
• Hs Code.: 2934999090
• European Community (EC) Number: 806-163-1
• UNII: NPA5DYB93P
• DSSTox Substance ID: DTXSID60427996
• Nikkaji Number: J2.934.933I
• Wikidata: Q27454870
• Pharos Ligand ID: D6ZXGYXZ5CNX
• ChEMBL ID: CHEMBL492591
• Mol file: 67268-37-5.mol

Synonyms:4H-furo(3,2-b)pyrrole-5-carboxylic acid

Chemical Property of 4H-Furo[3,2-b]pyrrole-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.595
• Boiling Point: 384 °C at 760 mmHg
• Flash Point: 186 °C
• PSA: 66.23000
• Density: 1.554 g/cm³
• LogP: 1.45910
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble0.5mg/mL (warmed; mostly soluble with heating)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.026943022
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

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

4H-furo[3,2-b]pyrrole-5-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC2=C1NC(=C2)C(=O)O
• Recent EU Clinical Trials: Phase II study of sunitinib rechallenge in patients with metastatic renal cell carcinoma.

Technology Process of 4H-Furo[3,2-b]pyrrole-5-carboxylic acid

There total 37 articles about 4H-Furo[3,2-b]pyrrole-5-carboxylic acid 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%

4H-Furo[3,2-b]pyrrole-5-carboxylic acid ethyl ester (35405-94-8) → 4H-furo[3,2-b]pyrrole-5-carboxylic acid (67268-37-5)

Guidance literature:

With water; sodium hydroxide; In methanol; at 80 ℃; for 3h;

Reference yield:

furo<3,2-b>pyrrole-5-carboxylic acid methyl ester (77484-99-2) → 4H-furo[3,2-b]pyrrole-5-carboxylic acid (67268-37-5)

Guidance literature:

furo<3,2-b>pyrrole-5-carboxylic acid methyl ester; With water; sodium hydroxide; at 80 ℃; Reflux;

Acidic conditions;

Reference yield:

(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 4H-furo[3,2-b]pyrrole-5-carboxylate (1207616-85-0) → 4H-furo[3,2-b]pyrrole-5-carboxylic acid (67268-37-5)

Guidance literature:

With phosphoric acid; water; In dimethyl sulfoxide; for 2h; pH=2.0; Reactivity;

upstream raw materials:

4H-Furo[3,2-b]pyrrole-5-carboxylic acid ethyl ester

furo<3,2-b>pyrrole-5-carboxylic acid methyl ester

2-(4-morpholinobutanoyloxy)ethyl 4H-furo[3,2-b]pyrrole-5-carboxylate

4H-furo[3,2-b]pyrrole-5-carboxamide

Downstream raw materials:

furo<3,2-b>pyrrole

2-methoxyphenyl 4H-furo[3,2-b]pyrrole-5-carboxylate

Refernces

• 1、 -. "PRODRUGS OF FUSED HETEROCYCLIC INHIBITORS OF D-AMINO ACID OXIDASE". Page/Page column 77. . Retrieved 2011/02/26.
• 2、 Sparey, Tim,Abeywickrema, Pravien,Almond, Sarah,Brandon, Nick,Byrne, Noel,Campbell, Alister,Hutson, Pete H.,Jacobson, Marlene,Jones, Brian,Munshi, Sanjeev,Pascarella, Danette,Pike, Andrew,Prasad, G. Sridhar,Sachs, Nancy,Sakatis, Melanie,Sardana, Vinod,Venkatraman, Shankar,Young, Mary Beth. "The discovery of fused pyrrole carboxylic acids as novel, potent d-amino acid oxidase (DAO) inhibitors". scheme or table. p. 3386 - 3391. Retrieved 2009/04/06.