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Galeterone

Product Name
Galeterone
CAS No.
851983-85-2
Chemical Name
Galeterone
Synonyms
VN 124;CS-232;NX41765;TOK-001;VN/124-1;Galeterone;Galaterone;synthesis-008;synthesis-1-007;TOK-001 impurity
CBNumber
CB32500945
Molecular Formula
C26H32N2O
Formula Weight
388.55
MOL File
851983-85-2.mol
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Galeterone Property

Melting point:
189-190℃
Boiling point:
564.5±60.0 °C(Predicted)
Density 
1.28
storage temp. 
-20°C Freezer
solubility 
Chloroform (Slightly), Ethyl Aceatae (Slightly, Heated)
pka
14.71±0.70(Predicted)
form 
Solid
color 
White to Off-White
InChIKey
PAFKTGFSEFKSQG-MRFMOSGMNA-N
SMILES
C1C[C@]2(C)C3CC[C@]4(C)C([n]5cnc6ccccc56)=CCC4C3CC=C2C[C@H]1O |&1:2,7,27,r|
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P281Use personal protective equipment as required.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1375
Product name
Galeterone
Purity
≥98% (HPLC)
Packaging
5MG
Price
$91.9
Updated
2024/03/01
Sigma-Aldrich
Product number
SML1375
Product name
Galeterone
Purity
≥98% (HPLC)
Packaging
25MG
Price
$370
Updated
2024/03/01
Cayman Chemical
Product number
17586
Product name
Galeterone
Purity
≥98%
Packaging
1mg
Price
$25
Updated
2024/03/01
Cayman Chemical
Product number
17586
Product name
Galeterone
Purity
≥98%
Packaging
5mg
Price
$88
Updated
2024/03/01
Cayman Chemical
Product number
17586
Product name
Galeterone
Purity
≥98%
Packaging
10mg
Price
$138
Updated
2024/03/01
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Galeterone Chemical Properties,Usage,Production

Description

Galeterone (TOK-001) is a small molecule oral drug that disrupts AR signaling by a novel triple mechanism: it potently and selectively inhibits CYP17 lyase, potently antagonizes AR and decreases AR protein levels (wild-type and mutant), leading to antitumor activity. Galeterone has shown significant anti-tumour activity with a well-tolerated safety profile in patients with CRPC in phase I and II clinical studies.

Uses

Galeterone is an androgen receptor antagonist and CYP17A1 enzyme inhibitor. It has been used in trials studying the treatment of Prostate Cancer.

Definition

ChEBI: Galeterone is a 3-hydroxy steroid. It has a role as an androgen.

Biological Activity

The cytochrome P450 (CYP) isoform CYP17 is also known as steroid 17α-hydroxylase/17,20 lyase because it catalyzes both 17α-hydroxylase and 17,20 lyase reactions in the synthesis of steroids, including androgens, estrogens, glucocorticoids, and mineralocorticoids. Galeterone is a CYP17 inhibitor (IC50 = 300 nM) that has been shown to competitively block synthetic androgen binding (EC50 = 845 nM) and to antagonize the androgen receptor in transcriptional activation assays. Galeterone can inhibit the growth of castration-resistant prostate cancer cells with an IC50 value of 2.9 μM and demonstrates synergy with everolimus or gefitinib for growth inhibition.

target

CYP17

storage

Store at -20°C

Mode of action

Galeterone is an orally bioavailable small-molecule androgen receptor modulator and CYP17 lyase inhibitor with potential antiandrogen activity. Galeterone exhibits three distinct mechanisms of action: 1) as an androgen receptor antagonist, 2) as a CYP17 lyase inhibitor and 3) by decreasing overall androgen receptor levels in prostate cancer tumors, all of which may result in a decrease in androgen-dependent growth signaling. Localized to the endoplasmic reticulum (ER), the cytochrome P450 enzyme CYP17 (P450C17 or CYP17A1) exhibits both 17alpha-hydroxylase and 17,20-lyase activities, and plays a key role in the steroidogenic pathway that produces progestins, mineralocorticoids, glucocorticoids, androgens, and estrogens.

References

[1]. devore n m, & scott e e. structures of cytochrome p450 17a1 with prostate cancer drugs abiraterone and tok-001. nature, 2012, 482: 116-119.
[2]. mallik i, davila m, tapia t, et al. androgen regulates cdc6 transcription through interactions between androgen receptor and e2f transcription factor in prostate cancer cells. biochimica et biophysica acta (bba) - molecular cell research, 2008,1783:1737-1744.
[3]. bruno r d, vasaitis t s, gediya l. k, et al. synthesis and biological evaluations of putative metabolically stable analogs of vn/124-1 (tok-001): head to head anti-tumor efficacy evaluation of vn/124-1 (tok-001) and abiraterone in lapc-4 human prostate cancer xenograft model. steroids, 2011,76: 1268-1279.

Galeterone Preparation Products And Raw materials

Raw materials

Preparation Products

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Galeterone Suppliers

Carbosynth
Tel
--
Fax
--
Email
sales@carbosynth.com
Country
United Kingdom
ProdList
6005
Advantage
58
Tocris Bioscience
Tel
--
Fax
--
Email
customerservice@tocris.co.uk
Country
United Kingdom
ProdList
5726
Advantage
77
Sequoia Research Products Ltd.
Tel
--
Fax
--
Email
sales@seqchem.com
Country
United Kingdom
ProdList
3113
Advantage
69
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View Lastest Price from Galeterone manufacturers

Shenzhen Nexconn Pharmatechs Ltd
Product
Galeterone 851983-85-2
Price
US $200.00-3000.00/g
Min. Order
1g
Purity
98%
Supply Ability
1kg
Release date
2024-01-03
Career Henan Chemical Co
Product
Galeterone 851983-85-2
Price
US $6.68/KG
Min. Order
1KG
Purity
97%-99%
Supply Ability
1kg-1000kg
Release date
2020-01-08

851983-85-2, GaleteroneRelated Search:


  • (3β)-17-(1H-Benzimidazol-1-yl)androsta-5,16-dien-3-ol
  • (3S,8R,9S,10R,13S,14S)-17-(benzimidazol-1-yl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-3-ol
  • CS-232
  • VN/124-1; GALETERONE;TOK001;TOK 001;TOK-001
  • Galaterone
  • NX41765
  • (3S,8R,9S,10R,13S,14S)-17-(1H-Benzo[d]imidazol-1-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
  • (3beta)-17-(1H-Benzimidazol-1-yl)androsta-5,16-dien-3-ol
  • Galeterone
  • VN 124
  • TOK-001 (Galeterone)
  • Galeterone,TOK-001
  • (3S,10R,13S)-17-(1H-benzo[d]imidazol-1-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
  • TOK-001
  • VN/124-1
  • Androsta-5,16-dien-3-ol, 17-(1H-benzimidazol-1-yl)-, (3β)-
  • GALETERONE;TOK001;TOK 001;TOK-001
  • TOK-001 impurity
  • synthesis-008
  • synthesis-1-007
  • Galeterone USP/EP/BP
  • TOK-001/Galeterone,VN/124-1
  • Androsta-?5,?16-?dien-?3-?ol, 17-?(1H-?benzimidazol-?1-?yl)?-?, (3β)?-
  • Galeterone, TOK-001, VN-124-1
  • 851983-85-2
  • Inhibitors
  • API