Alvespimycin

Product Name: Alvespimycin
CAS No.: 467214-20-6
Chemical Name: Alvespimycin
Synonyms: 17-DMAG;17-[2-(Dimethylamino)ethylamino]-17-desmethylgeldanamycin;17-Demethoxy-17-[[2-(dimethylamino)ethyl]amino]geldanamycin;CS-2382;DMAG-d6;17-DMAG-d6;spiromycin;17-DMAG HCI;Alvespimycin;NSC 707545-d6
CBNumber: CB7972636
Molecular Formula: C32H48N4O8
Formula Weight: 616.75
MOL File: 467214-20-6.mol

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Alvespimycin Property

Melting point:: >270°C (dec.)
Boiling point:: 810.5±65.0 °C(Predicted)
Density: 1.20
storage temp.: Desiccate at -20°C
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 8.48±0.70(Predicted)
color: Very Dark Purple
InChIKey: KUFRQPKVAWMTJO-NTPQRYOENA-N
SMILES: C1(NCCN(C)C)C(=O)C=C2NC(=O)C(=CC=C[C@H](OC)[C@@H](OC(=O)N)C(C)=C[C@H](C)[C@@H](O)[C@@H](OC)C[C@H](C)CC=1C2=O)C |c:16,t:14,27,&1:18,21,29,31,33,37,r|

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Safety

HS Code: 29419090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 11036
Product name: 17-DMAG
Purity: ≥98%
Packaging: 1mg
Price: $37
Updated: 2024/03/01

Cayman Chemical

Product number: 11036
Product name: 17-DMAG
Purity: ≥98%
Packaging: 5mg
Price: $116
Updated: 2024/03/01

Cayman Chemical

Product number: 11036
Product name: 17-DMAG
Purity: ≥98%
Packaging: 10mg
Price: $195
Updated: 2024/03/01

Tocris

Product number: 2610
Product name: 17-DMAGhydrochloride
Purity: ≥99%(HPLC)
Packaging: 1
Price: $255
Updated: 2021/12/16

Usbiological

Product number: 207011
Product name: 17-DMAG
Packaging: 100ug
Price: $273
Updated: 2021/12/16

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Alvespimycin Chemical Properties,Usage,Production

Description

Geldanamycin is a potent inhibitor of Hsp90 that has poor water solubility. 17-DMAG is a water-soluble derivative of geldanamycin which potently inhibits Hsp90 (IC₅₀ = 24 nM) and has excellent bioavailability and tissue distribution in animals. Like other Hsp90 inhibitors, 17-DMAG has diverse anti-tumor actions and has potential in treating certain types of cancer. This compound also suppresses inflammation by interfering with signaling through the NF-κB pathway. 17-DMAG also ameliorates high fat diet-induced renal failure in a mouse model of diabetes.

Chemical Properties

Solid

Uses

17-DMAG is an analogue of Gelamycin (G304500) and 17-(Allylamino)geldanamycin (A549650). 17-DMAG acts as a Hsp90 inhibitor and displays more potent antitumor activity than 17-AAG.

Uses

The labelled derivative of the analogue of Gelamycin (G304500) and 17-(Allylamino)geldanamycin (A549650). It acts as a Hsp90 inhibitor and displays more potent antitumor activity than 17-AAG.

Uses

17-DMAG is a synthetic Geldanamycin derivative and inhibitor of Hsp90.

Definition

ChEBI: A 19-membered macrocyle that is geldanamycin in which the methoxy group attached to the benzoquinone moiety has been replaced by a 2-(N,N-dimethylamino)ethylamino group.

Biological Activity

Water-soluble analog of 17-AAG (17-Demethoxy-17-(2-propenylamino)geldanamycin ) and geldanamycin (9,13-Dihydroxy-8,14,19-trimethoxy-4,10,12,16-tetramethyl-2-azabicyclo[16.3.1]docosa-4,6,10,18,21-pentaene-3,20,22-trione, 9-carbamate ). Binds the ATP binding site of Hsp90 and inhibits its chaperone activity. Displays more potent antitumor activity than 17-AAG (mean GI 50 values are 53 and 123 nM for 17-DMAG and 17-AAG respectively).

References

[1] M. EGORIN. Pharmacokinetics, tissue distribution, and metabolism of 17-(dimethylaminoethylamino)-17-demethoxygeldanamycin (NSC 707545) in CD2F1 mice and Fischer 344 rats[J]. Cancer Chemotherapy and Pharmacology, 2001, 49 1: 7-19. DOI: 10.1007/s00280-001-0380-8
[2] ELIZABETH E A BULL. Enhanced tumor cell radiosensitivity and abrogation of G2 and S phase arrest by the Hsp90 inhibitor 17-(dimethylaminoethylamino)-17-demethoxygeldanamycin.[J]. Clinical Cancer Research, 2004, 10 23: 8077-8084. DOI: 10.1158/1078-0432.ccr-04-1212
[3] TONY TALDONE Gabriela C Weilin Sun. Discovery and development of heat shock protein 90 inhibitors[J]. Bioorganic & Medicinal Chemistry, 2009, 17 6: Pages 2225-2235. DOI: 10.1016/j.bmc.2008.10.087
[4] CHRISTINA HACKL. Activating transcription factor-3 (ATF3) functions as a tumor suppressor in colon cancer and is up-regulated upon heat-shock protein 90 (Hsp90) inhibition.[J]. BMC Cancer, 2010, 10: 668. DOI: 10.1186/1471-2407-10-668
[5] RAMESH K RAMANATHAN. Phase I pharmacokinetic and pharmacodynamic study of 17-dimethylaminoethylamino-17-demethoxygeldanamycin, an inhibitor of heat-shock protein 90, in patients with advanced solid tumors.[J]. Journal of Clinical Oncology, 2010, 28 9: 1520-1526. DOI: 10.1200/jco.2009.25.0415
[6] NARUYUKI KOBAYASHI . The anti-proliferative effect of heat shock protein 90 inhibitor, 17-DMAG, on non-small-cell lung cancers being resistant to EGFR tyrosine kinase inhibitor[J]. Lung Cancer, 2012, 75 2: Pages 161-166. DOI: 10.1016/j.lungcan.2011.04.022
[7] JULIO MADRIGAL-MATUTE. Heat shock protein 90 inhibitors attenuate inflammatory responses in atherosclerosis.[J]. Cardiovascular Research, 2010, 86 2: 330-337. DOI: 10.1093/cvr/cvq046
[8] SAMUEL K SHIMP. HSP90 inhibition by 17-DMAG reduces inflammation in J774 macrophages through suppression of Akt and nuclear factor-κB pathways.[J]. Inflammation Research, 2012, 61 5: 521-533. DOI: 10.1007/s00011-012-0442-x
[9] HONG-MEI ZHANG. Geldanamycin derivative ameliorates high fat diet-induced renal failure in diabetes.[J]. PLoS ONE, 2012: e32746. DOI: 10.1371/journal.pone.0032746

Alvespimycin Preparation Products And Raw materials

Raw materials

Preparation Products

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Alvespimycin Suppliers

Canada 1 China 118 Germany 2 India 1 Switzerland 1 United Kingdom 4 United States 17 Global 144

Shaanxi Cuikang Pharmaceutical Technology Co., Ltd

Tel: 13186333400
Email: cuichengbio@163.com
Country: China
ProdList: 4846
Advantage: 58

3B Pharmachem (Wuhan) International Co.,Ltd.

Tel: 821-50328103-801 18930552037
Fax: 86-21-50328109
Email: 3bsc@sina.com
Country: China
ProdList: 15838
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Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 32321
Advantage: 50

China DongFan Chemical Co.,LTD

Tel: 86-0571-85151182
Fax: 86-0571-85151182
Country: China
ProdList: 5691
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Dalian Meilun Biotech Co., Ltd.

Tel: 0411-62910999 13889544652
Email: sales@meilune.com
Country: China
ProdList: 4747
Advantage: 58

NCE Biomedical Co.,Ltd.

Tel: 4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
Fax: +86-27-87599188
Country: China
ProdList: 1493
Advantage: 55

Shanghai T&W Pharmaceutical Co., Ltd.

Tel: +86 21 61551611
Fax: +86 21 50676805
Country: China
ProdList: 9891
Advantage: 58

China Kouting Group Limited

Tel: +86 (21) 5811-6473 5811-6475
Fax: +86 (21) 6129-4103
Email: sales@koutingchina.com
Country: China
ProdList: 496
Advantage: 60

Shanghai Aladdin Bio-Chem Technology Co.,LTD

Tel: 400-6206333 13167063860
Fax: 021-50323701
Email: anhua.mao@aladdin-e.com
Country: China
ProdList: 25003
Advantage: 65

AdooQ BioScience, LLC

Tel: +1 (866) 930-6790
Fax: +1 (866) 333-9607
Email: info@adooq.com
Country: United States
ProdList: 2782
Advantage: 58

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View Lastest Price from Alvespimycin manufacturers

Shaanxi Haibo Biotechnology Co., Ltd

Product: Alvespimycin 467214-20-6
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 2000ton
Release date: 2023-08-29

Zhuozhou Wenxi import and Export Co., Ltd

Product: Alvespimycin 467214-20-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: Alvespimycin 467214-20-6
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-08

467214-20-6, AlvespimycinRelated Search:

N,N-Dimethylformamide 3-Dimethylaminopropylamine Spiramycin N,N-Dimethyl-1,4-phenylenediamine Dimethyl sulfone Ethyl propiolate Ethyl acrylate Acetylspiramycin Dimethyl sulfoxide Poly(dimethylsiloxane) ISOXADIFEN-ETHYL Trinexapac-ethyl Ethylparaben Ethyl cyanoacetate Ethyl acetate Ethanol N,N-Dimethylacetamide 17-DMAG

17-DIMETHYLAMINOETHYLAMINO-17-DEMETHOXYG

17-DMAGhydrochloride

17-[2-(Dimethylamino)ethylamino]-17-desmethylgeldanamycin

17-Demethoxy-17-[[2-(dimethylamino)ethyl]amino]geldanamycin

Alvespimycin

17-DMAG (Alvespimycin)

17-DMAG

Unii-001L2fe0m3

17-Demethoxy-17-[[2-(dimethylamino)ethyl]amino]geldanamycinhydrochloride

17-N-(2-DiMethylaMinoethylaMino)-17-deMethoxy GeldanaMycin

17-N-(2-DiMethylaMinoethylaMino)-17-deMethoxy GeldanaMycin-d6

17-[2-(DiMethylaMino)ethylaMino]-17-desMethylgeldanaMycin Hydrochloride

(150270-08-9) alvespimycin

CS-2382

17-DMAG;KOS-1022;NSC-707545

17-N-(2-DiMethylaMinoethylaMino)-17-deMethoxy GeldanaMycin Hydrochloride

17-N-(2-DiMethylaMinoethylaMino)-17-deMethoxygeldanaMycin Hydrochloride

DMAG Hydrochloride

NSC 707545 Hydrochloride

17-[2-[(DiMethyl-d6)aMino]ethylaMino]-17-desMethylgeldanaMycin

17-DeMethoxy-17-[[2-[(diMethyl-d6)aMino]ethyl]aMino]geldanaMycin

17-DMAG-d6

17-N-[(diMethyl-d6)aMinoethylaMino]-17-deMethoxygeldanaMycin

AlvespiMycin-d6

DMAG-d6

NSC 707545-d6

AlvespiMycin freebase

In-house Standard

17DMAG (17-diMethylaMinoethylaMino-17-deMethoxy-geldanaMycin)

AlvespiMycin(17-DMAG)

17-DMAG/ Alvespimycin/ 17-Demethoxy-17-[[2-(dimethylamino)ethyl]amino]geldanamycin

Geldanamycin, 17-demethoxy-17-[[2-(dimethylamino)ethyl]amino]-

17-DMAG HCI

spiromycin

Dimethylaminoethylamino-17-demethoxygeldanamycin, 17-

467214-20-6

C32H48N4O8HCl

Isotope Labelled Compounds

Amines

Heterocycles

Inhibitors

Intermediates & Fine Chemicals

Pharmaceuticals