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
- Molecular Weight:
- 388.55
- MDL Number:
- MFCD16660907
- MOL File:
- 851983-85-2.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| Galeterone ≥98% (HPLC) | SML1375 | 5MG | $86 |
| Galeterone ≥98% (HPLC) | SML1375 | 25MG | $331 |
| Galeterone ≥98% | 17586 | 1mg | $28 |
| Galeterone ≥98% | 17586 | 5mg | $97 |
| Galeterone ≥98% | 17586 | 10mg | $152 |
| More product size | |||
| 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 |
| UNSPSC Code | 51111800 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS08 |
|---|---|
| Signal word | Danger |
| Hazard statements | H361 |
| Precautionary statements | P201-P202-P281-P308+P313-P405-P501 |
| WGK Germany | WGK 3 |
| Storage Class | 11 - Combustible Solids |
Galeterone price More Price(59)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML1375 | Galeterone ≥98% (HPLC) | 851983-85-2 | 5MG | $86 | 2026-04-30 | Buy |
| Sigma-Aldrich | SML1375 | Galeterone ≥98% (HPLC) | 851983-85-2 | 25MG | $331 | 2026-04-30 | Buy |
| Cayman Chemical | 17586 | Galeterone ≥98% | 851983-85-2 | 1mg | $28 | 2026-04-30 | Buy |
| Cayman Chemical | 17586 | Galeterone ≥98% | 851983-85-2 | 5mg | $97 | 2026-04-30 | Buy |
| Cayman Chemical | 17586 | Galeterone ≥98% | 851983-85-2 | 10mg | $152 | 2026-04-30 | 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.
Synthesis
851895-79-9
851983-85-2
GENERAL STEPS: (3BETA)-17-(1H-benzimidazol-1-yl)androsta-5,16-dien-3-ol 3-acetate (1.3 g, 3.02 mmol) was dissolved in methanol (20 mL) under an inert argon (Ar) atmosphere. To the resulting solution was added 10% potassium methanol (KOH) solution (8 mL). The reaction mixture was stirred at room temperature for 1.5 h. The reaction mixture was subsequently concentrated under reduced pressure to a volume of about 10 mL at about 40 °C. The concentrated solution was poured into ice water (300 mL), and the precipitated white precipitate was filtered, washed with water and dried. The target product (3β-hydroxy-17-(1H-benzimidazol-1-yl)androsta-5,16-diene) was obtained by solvent recrystallization over a mixture of ethyl acetate (EtOAc)/methanol (MeOH) (1.10 g, 94% yield), melting point 189-190 °C. Infrared spectra (CHCl3) showed absorption peaks located at 2934, 2339, 1609, 1490, 1453, 1291, 1040, 837, 808, 705, 663, 608, 578, 550, 517 cm-1 .1H NMR (300 MHz, CDCl3) δ 1.02 (s, 3H, 18-CH3) 1.07 (s, 3H, 19-CH3), 3.55 (m, 1H, 3α-H), 5.41 (br s, 1H, 6-H), 5.99 (s, 1H, 16-H), 7.30 (m, 2H, aromatic-H), 7.54 (s, 1H, aromatic-H), 7.80 (s, 1H, aromatic-H), 7.96 (s, 1H, 2X-H). . The calculated value of high resolution mass spectrometry (HRMS) was 411.2407 (C26H32ON2-Na+) and the measured value was 411.2396.
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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Capot Chemical Co.,Ltd. | +86-（0）57185586718 +86-13336195806 | sales@capot.com | China | 29640 | 60 |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| Biochempartner | 0086-13720134139 | candy@biochempartner.com | CHINA | 965 | 58 |
| BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19936 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49979 | 58 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | factory@coreychem.com | China | 29792 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354; +17819995354 | marketing@targetmol.com | United States | 32467 | 58 |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | 1026@dideu.com | China | 28675 | 58 |
| AFINE CHEMICALS LIMITED | +86-571-85134551 | info@afinechem.com | China | 15083 | 58 |
| Shenzhen Shengda Pharma Limited | 755-85269922 +8613424394241 | sales@shengdapharm.com | CHINA | 310 | 58 |
View Lastest Price from Galeterone manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-06-16 | Galeterone
851983-85-2
|
$200.00-3000.00 | 1g | 98% | 1kg | Shenzhen Nexconn Pharmatechs Ltd | |
 |
2026-04-21 | Galeterone
851983-85-2
|
$52.00-143.00 | 99.77% | 10g | TargetMol Chemicals Inc. | ||
 |
2020-01-09 | Galeterone
851983-85-2
|
$6.68 | 1KG | 97%-99% | 1kg-1000kg | Career Henan Chemical Co |
-
- Galeterone
851983-85-2
- $200.00-3000.00
- 98%
- Shenzhen Nexconn Pharmatechs Ltd
-
- Galeterone
851983-85-2
- $52.00-143.00
- 99.77%
- TargetMol Chemicals Inc.
-
- Galeterone
851983-85-2
- $6.68
- 97%-99%
- Career Henan Chemical Co
