181427-78-1

Basic information

• Product Name: NM 3
• Synonyms: NM 3;NM 3 (isocouMarin);BPZCXUROMKDLGX-UHFFFAOYSA-N
• CAS NO: 181427-78-1
• Molecular Formula: C13H12O6
• Molecular Weight: 264.23078
• Mol File: 181427-78-1.mol

Chemical Properties

• Boiling Point: 542.4°Cat760mmHg
• Flash Point: 212.5°C
• Appearance: /
• Density: 1.434g/cm³
• Vapor Pressure: 1.35E-12mmHg at 25°C
• Refractive Index: 1.608
• PKA: 4.33±0.10(Predicted)
• CAS DataBase Reference: NM 3(CAS DataBase Reference)
• NIST Chemistry Reference: NM 3(181427-78-1)
• EPA Substance Registry System: NM 3(181427-78-1)

Safety Data

• Hazardous Substances Data: 181427-78-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H12O6/c1-6(12(15)16)10-4-7-3-8(18-2)5-9(14)11(7)13(17)19-10/h3-6,14H,1-2H3,(H,15,16)

Upstream product

• 132971-59-6 8-hydroxy-3-hydroxymethyl-6-methoxyisocoumarin 
• 181427-91-8 8-t-butyldimethylsilyloxy-3-cyanomethyl-6-methoxy-1-oxo-1H-2-benzopyran 
• 181427-87-2 3-cyanomethyl-8-hydroxy-6-methoxy-1-oxo-1H-2-benzopyran 
• 149457-12-5 3-chloromethyl-8-hydroxy-6-methoxy-1-oxo-1H-2-benzopyran 
• 181427-99-6 8-t-butyldimethylsilyloxy-3-(1-cyanoethyl)-6-methoxy-1-oxo-1H-2-benzopyran 
• 447407-58-1 2-(8-acetoxy-6-methoxy-1-oxo-1H-2-benzopyran-3-yl) propionic acid 

Relevant articles and documents

Tumor chemopotentiation using isocoumarin derivatives

A method for enhancing the efficacy of chemotherapy in the treatment of cancer in animals, particularly humans, is provided wherein isocoumarin derivatives that exhibit unique chemopotentiation properties are employed in a combination treatment with chemotherapy.

PREPARATION OF ISOCOUMARIN DERIVATIVES AND INTERMEDIATES FOR THE SYNTHESIS THEREOF

A method of preparing optically active isocoumarin-3-yl-acetic acid derivatives represented by Formula (I): wherein a specific isocoumarin-ketene derivative is subjected to an addition reaction with an optically active alcohol, and then the ester thus obtained is subjected to a hydrolysis reaction. An intermediate for synthesis used therein. A method of preparing isocoumarin-3-yl-acetic acid derivatives represented by Formula (III): wherein a specific isocoumarin derivative is subjected to an addition reaction with carbon monoxide and oxygen in the presence of a transition metal catalyst. An intermediate for synthesis used therein.

Tumor chemopotentiation using isocoumarin derivatives

A method for enhancing the efficacy of chemotherapy in the treatment of cancer in animals, particularly humans, is provided wherein isocoumarin derivatives that exhibit unique chemopotentiation properties are employed in a combination treatment with chemotherapy.

Synthesis and biological evaluation of cytogenin derivatives

To enhance the stability in vivo, new derivatives of cytogenin were synthesized, and their biological activity and stability in mice were estimated. 2-(8-Hydroxy-6-methoxy-1-oxo-1H-2-benzopyran-3-yl)propionic acid (NM-3) was found to be the most stable among them. It modified collagen-induced arthritis in mice. It also showed potent anti-angiogenic activity in a mouse dorsal air sac assay.

Isocoumarin derivatives and use thereof in drugs

PCT No. PCT/JP96/01657 Sec. 371 Date Dec. 17, 1998 Sec. 102(e) Date Dec. 17, 1998 PCT Filed Jun. 17, 1996 PCT Pub. No. WO97/48693 PCT Pub. Date Dec. 24, 1997Compounds of the formula (I) wherein R is a hydrogen atom or a C1-6 alkyl group and n is an integer of 0 or 1, and pharmaceutical preparations thereof are provided. These pharmaceutical preparations are useful for the prevention or treatment of diseases associated with an abnormality in immunological regulatory function or vascularization.