64202-81-9

Basic information

• Product Name: 17-Aminodemethoxygeldanamycin
• Synonyms: 17-Aminodemethoxygeldanamycin;17-Amino Geldanamycin;17-Amino-17-demethoxygeldanamycin;17-Aminogeldanamycin;NSC 255109;Geldanamycin, 17-amino-17-demethoxy-;IPI-493
• CAS NO: 64202-81-9
• Molecular Formula: C₂₈H₃₉N₃O₈
• Molecular Weight: 547.611
• Product Categories: Amines;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 64202-81-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 178-180°C
• Boiling Point: 777.8 °C at 760 mmHg
• Flash Point: 424.2 °C
• Appearance: /
• Density: 1.25 g/cm³
• Vapor Pressure: 6.1E-28mmHg at 25°C
• Refractive Index: 1.574
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Methanol
• PKA: 8.59±0.70(Predicted)
• CAS DataBase Reference: 17-Aminodemethoxygeldanamycin(CAS DataBase Reference)
• NIST Chemistry Reference: 17-Aminodemethoxygeldanamycin(64202-81-9)
• EPA Substance Registry System: 17-Aminodemethoxygeldanamycin(64202-81-9)

Safety Data

• Hazardous Substances Data: 64202-81-9(Hazardous Substances Data)

Usage

Chemical Properties

Dark Purple Solid

Uses

The active metabolite of 17-(Allylamino)geldanamycin (17AAG).

InChI:InChI=1/C28H39N3O8/c1-14-10-18-23(29)20(32)13-19(25(18)34)31-27(35)15(2)8-7-9-21(37-5)26(39-28(30)36)17(4)12-16(3)24(33)22(11-14)38-6/h7-9,12-14,16,21-22,24,26,33H,10-11,29H2,1-6H3,(H2,30,36)(H,31,35)/b9-7+,15-8-,17-12+/t14-,16-,21-,22-,24-,26-/m1/s1

Upstream product

• 30562-34-6 geldanmycin 
• 75747-14-7 17-allylamino-17-demethoxygeldanamycin 

Downstream Products

• 157831-12-4 17-amino-22-(4'-amino-3'-iodophenacyl)-17-demethoxygeldanamycin 
• 157831-11-3 17-amino-22-(4'-aminophenacyl)-17-demethoxygeldanamycin 

Relevant articles and documents

Geldanamycin derivatives and neuroprotective effect on cultured P19-derived neurons

Geldanamycin (1), an antifungal and anticancer ansamycin, was reported as a neurotrophic and neuroprotective substance against antineoplastic drugs, paclitaxel, vincristine, and cisplatin, on cultured dorsal root ganglion neurons from chick embryos. In this study, 1 in a large quantity, together with a known 17-O-demethylgeldanamycin (2), and a new 17-O-demethylgeldanamycin hydroquinone (3) were obtained from a mangrove Streptomyces sp. A series of O-alkyl and N-alkyl derivatives of 1 were prepared by modification of C-17 and/or C-19 on the quinone ring and were evaluated for in vitro activity against P19-derived neurons. Compound 1 and 19-O-methylgeldanamycin (7) at a very low dose (1 nM) enhanced survival and neurite outgrowth of P19-derived neurons and prevented neurotoxicity of paclitaxel and vinblastine. Compound 7, possessing the lowest cytotoxicity and neurotoxicity, is serving as the most promising candidate in neurodegenerative therapy against neurotoxic anticancer drugs.

ANSAMYCIN HYDROQUINONE COMPOSITIONS

Aspects of the present invention provide compositions comprising a sulfur containing compound and a compound of the formula (I); and also provide methods of their preparation and use.

Ansamycin formulations and methods of use thereof

Provided herein, inter alia, are solid forms of geldanamycin analogs, pharmaceutical compositions comprising a geldanamycin analog and a crystallization inhibitor, methods of making and using such compositions. Additionally, provided are methods for the treatment of cancer, a neoplastic disease state and/or a hyperproliferative disorder, and methods of inhibiting Heat Shock Protein 90 (“Hsp90”).