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Galeterone

CAS No.
851983-85-2
Chemical Name:
Galeterone
Synonyms
VN 124;CS-232;TOK-001;NX41765;VN/124-1;Galeterone;Galaterone;synthesis-008;synthesis-1-007;TOK-001 impurity
CBNumber:
CB32500945
Molecular Formula:
C26H32N2O
Molecular Weight:
388.55
MDL Number:
MFCD16660907
MOL File:
851983-85-2.mol
Last updated:2024-01-04 11:05:08

Galeterone Properties

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|
FDA UNII WA33E149SW
NCI Drug Dictionary galeterone

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H361
Precautionary statements  P201-P202-P281-P308+P313-P405-P501

Galeterone price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1375 Galeterone ≥98% (HPLC) 851983-85-2 5MG $91.9 2024-03-01 Buy
Sigma-Aldrich SML1375 Galeterone ≥98% (HPLC) 851983-85-2 25MG $370 2024-03-01 Buy
Cayman Chemical 17586 Galeterone ≥98% 851983-85-2 1mg $25 2024-03-01 Buy
Cayman Chemical 17586 Galeterone ≥98% 851983-85-2 5mg $88 2024-03-01 Buy
Cayman Chemical 17586 Galeterone ≥98% 851983-85-2 10mg $138 2024-03-01 Buy
Product number Packaging Price Buy
SML1375 5MG $91.9 Buy
SML1375 25MG $370 Buy
17586 1mg $25 Buy
17586 5mg $88 Buy
17586 10mg $138 Buy

Galeterone Chemical Properties,Uses,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

Global( 140)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Biochempartner
0086-13720134139 candy@biochempartner.com CHINA 967 58
Hubei xin bonus chemical co. LTD
86-13657291602 linda@hubeijusheng.com CHINA 22968 58
BOC Sciences
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Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
career henan chemical co
+86-0371-86658258 15093356674; factory@coreychem.com China 29826 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 29831 58
AFINE CHEMICALS LIMITED
0571-85134551 info@afinechem.com CHINA 15377 58

View Lastest Price from Galeterone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Galeterone pictures 2024-01-04 Galeterone
851983-85-2
US $200.00-3000.00 / g 1g 98% 1kg Shenzhen Nexconn Pharmatechs Ltd
(3beta)-17-(1H-BenziMidazol-1-yl)androsta-5,16-dien-3-ol pictures 2023-04-26 (3beta)-17-(1H-BenziMidazol-1-yl)androsta-5,16-dien-3-ol
851983-85-2
US $20.00 / kg 1kg 99% 5000 Ton Hebei Duling International Trade Co. LTD
Galeterone pictures 2020-01-09 Galeterone
851983-85-2
US $6.68 / KG 1KG 97%-99% 1kg-1000kg Career Henan Chemical Co
  • Galeterone pictures
  • Galeterone
    851983-85-2
  • US $200.00-3000.00 / g
  • 98%
  • Shenzhen Nexconn Pharmatechs Ltd
  • Galeterone pictures
  • Galeterone
    851983-85-2
  • US $6.68 / KG
  • 97%-99%
  • Career Henan Chemical Co

Galeterone Spectrum

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 (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 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