865-24-7

Basic information

• Product Name: Vinglycinate
• Synonyms: Vinglycinate;4-O-Deacetyl-4-O-(N,N-dimethylglycyl)vincaleukoblastine;Brn 1207061;Deacetylvincaleukoblastine 4-ester with N,N-dimethylglycine;o(Sup 4)-deacetylvincaleukoblastine 4-ester with N,N-dimethylglycine;Vincaleukoblastine, o(sup 4)-deacetyl-, 4-ester with N,N-dimethylglycine;Vinglicinato;Vinglicinato [inn-spanish]
• CAS NO: 865-24-7
• Molecular Formula: C48H63N5O9
• Molecular Weight: 854.052
• Mol File: 865-24-7.mol
• Article Data: 0

Chemical Properties

• Appearance: /
• Density: 1.36g/cm³
• Refractive Index: 1.667
• CAS DataBase Reference: Vinglycinate(CAS DataBase Reference)
• NIST Chemistry Reference: Vinglycinate(865-24-7)
• EPA Substance Registry System: Vinglycinate(865-24-7)

Safety Data

• Hazardous Substances Data: 865-24-7(Hazardous Substances Data)

Usage

Originator

Vinglycinate ,ZYF Pharm Chemical

Uses

Antineoplastic.

Manufacturing Process

N,N-Dimethyldesacetyl vincaleukoblastine (VLB) glycinate: Five hundred milligrams of desacetyl VLB chloroacetate (were dissolved in 10 ml of tetrahydrofuran. Four milliliters of a 25% solution of dimethylamine in tetrahydrofuran were added, and the resulting mixture was allowed to remain overnight at room temperature. A precipitate of dimethylamine hydrochloride, produced as a by-product of the reaction, was removed by filtration and the filtrate, containing N,N-dimethyl desacetyl VLB glycinate, was evaporated to dryness in vacuum. Fifty milliliters of water were added to the residue, and the aqueous solution was made basic by the addition of an excess of 14 N ammonium hydroxide. N,N-dimethyl desacetyl VLB glycinate was insoluble in the alkaline layer and was extracted into methylene dichloride. The methylene dichloride layer was separated and dried, and the solvent removed by evaporation in vacuum. The residue, comprising N,N-dimethyl desacetyl VLB glycinate, was crystallized from ether. MP: 180-182°C (Et 2 O-solvate). MP: 216°C (dry). Thin layer chromatography on alumina indicated that this product was pure and differed from the starting material. Infrared and nuclear magnetic resonance spectra of the crystalline material were obtained, and these spectral data were completely consistent with the assigned structure.Crystalline N,N-dimethyl desacetyl VLB glycinate was dissolved in a mixture of methanol and water. The pH of the solution was adjusted to about 1.8 with 1% sulfuric acid. Evaporation of the resulting solution to dryness in vacuum yielded N,N-dimethyl desacetyl VLB glycinate sulfate as a residue. The residue was crystallized from a mixture of methanol and ethanol. MP: 284-285°C. Nuclear magnetic resonance and infrared spectra of sulfate salt were entirely consistent with the assigned structure.

Brand name

[Note—Graphic formula for the free alkaloid is same as that for Vinblastine, except that the OCOCH3group at locus 4 is OCOCH2N(CH3)2. See Vinblastine Sulfate.].

Therapeutic Function

Antineoplastic

InChI:InChI=1/C48H63N5O9/c1-9-44(57)24-29-25-47(42(55)60-7,38-31(16-20-52(26-29)28-44)30-14-11-12-15-34(30)49-38)33-22-32-35(23-36(33)59-6)51(5)40-46(32)18-21-53-19-13-17-45(10-2,39(46)53)41(48(40,58)43(56)61-8)62-37(54)27-50(3)4/h11-15,17,22-23,29,39-41,49,57-58H,9-10,16,18-21,24-28H2,1-8H3/t29-,39+,40-,41-,44+,45-,46-,47+,48+/m1/s1