Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

17-allylamino-17-demethoxygeldanamycin polymorphs and formulations

A technology of demethoxygeldanamycin and allylamino, applied in the field of 17-allylamino-17-demethoxygeldanamycin polymorphs

Inactive Publication Date: 2009-11-11
KOSAN BIOSCI
View PDF23 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, albumin may be pharmaceutically undesirable for intravenous formulations

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • 17-allylamino-17-demethoxygeldanamycin polymorphs and formulations
  • 17-allylamino-17-demethoxygeldanamycin polymorphs and formulations
  • 17-allylamino-17-demethoxygeldanamycin polymorphs and formulations

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064]The present method produces highly pure 17-AAG by removing polar impurities by slow crystallization from acetone-water at about ambient temperature. A flask containing crude 17-AAG (21 g) was set up for reflux. Acetone (20 mL per gram of solids) was added to the flask. The slurry was refluxed and maintained at this temperature for 5 min. The mixture was cooled to 25 °C over a period of 1 h. Water (volume equal to that of acetone) was added over a period of 1 h. After 20 min, the slurry was filtered. The filter cake was washed with 1:1 acetone:water (40 mL). The wet cake is filtered and saved for further processing. The 17-AAG thus produced has a chromatographic purity of 99.7% as polymorph B.

Embodiment 2

Example 2 - Preparation of Purified Polymorph C

[0065] This protocol yields 17-AAG consisting mainly of polymorph C with high crystallinity. If highly pure 17-AAG (as prepared according to the preceding examples) is used, polymorph C is obtained both highly pure and highly crystalline.

[0066] A solution of 17-AAG (1 g, purified according to Example 1) in acetone (100 mL) was refluxed. Water (100 mL) was added at a rate to keep the tank at or near reflux. Acetone was distilled off until the pot temperature reached 100°C. Additional fractions (20 mL, mostly water) were collected. The tank contents were cooled and the solids were collected by filtration using a Buchner funnel fitted with Whatman #52 filter paper and washed with 1:1 acetone:water (20 mL). The crystals were vacuum dried at >20°C for >2h, sampled, and vacuum dried at 85°C for approximately 12h to yield polymorph C.

Embodiment 3

Example 3 - Preparation of Purified Polymorph G

[0067] A solution of 17-AAG (10.0 g) in acetone (750 mL) was poured into water (1.05 L) with stirring at room temperature. The solution was stirred for another 70 min. Polymorph G crystals were collected by filtration and dried at 45°C for 18h.

[0068] In an alternative method, 17-AAG (1.0 g) was dissolved in acetone (117 mL) and stirred at room temperature. Water (117 mL) was added at a rate of 15 mL / min. The mixture was stirred for an additional 50 min, and polymorph G crystals were collected by filtration and dried at 70° C. for 44 h.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
refractive indexaaaaaaaaaa
Login to View More

Abstract

The present invention relates ot polymorphs and pharmaceutical formulations of 17-allylamino-17- demethoxygeldanamycin (17- AAG).

Description

[0001] invention technical field [0001] The present invention relates to novel 17-allylamino-17-demethoxygeldanamycin ("17-AAG") polymorphs (polymorphs), preparation of such novel Methods of polymorphs, pharmaceutical formulations containing 17-AAG, especially formulations containing such novel polymorphs, and methods of making and using such pharmaceutical formulations. Background of the invention [0002] Geldanamycin belongs to the Ansamycin family of natural products, members of which are characterized by a macrolactam ring spanning two mutually meta-positions on the benzene nucleus. In addition to geldanamycin, ansamycins include macbecins, herbimycins, TAN-420 (various) and reblastatin. [0003] Geldanamycin and its derivatives are the most extensively studied ansamycins. Although geldanamycin was originally identified as a result of screening for antibiotic activity, current attention is primarily on its potential as an anticancer drug. It is an inhibitor of heat s...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07D225/04A61K9/00
Inventor P·J·利卡里T·利夫R·P·德赛J·加拉佐G·O·布坎南S·W·瓦特A·R·埃贝林R·阿尔斯拉尼安
Owner KOSAN BIOSCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com