Testosterone undecanoate

Base Information

Chemical Name:Testosterone undecanoate
CAS No.:5949-44-0
Molecular Formula:C30H48O3
Molecular Weight:456.709
Hs Code.:2937290024
European Community (EC) Number:227-712-6
UNII:H16A5VCT9C
DSSTox Substance ID:DTXSID90863661
Nikkaji Number:J61.334G
Wikipedia:Testosterone_undecanoate
Wikidata:Q15410178
NCI Thesaurus Code:C1249
RXCUI:37864
Pharos Ligand ID:4RGNGJF1LZZR
Metabolomics Workbench ID:154684
ChEMBL ID:CHEMBL2107067
Mol file:5949-44-0.mol

Synonyms:Andriol;Nebido;Pantestone;Restandol;testosterone undecanoate;testosterone undecylate;Undestor

Suppliers and Price of Testosterone undecanoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Chemtos
TestosteroneUndecanoate
25 mg
$ 1200.00

AHH
Testosteroneundecanoate 98%
5g
$ 810.00

Total 9 raw suppliers

Chemical Property of Testosterone undecanoate

Chemical Property:

Appearance/Colour:White crystalline powder
Vapor Pressure:0mmHg at 25°C
Melting Point:39-42°C(lit.)
Refractive Index:1.522
Boiling Point:550.7 °C at 760 mmHg
Flash Point:230.3 °C
PSA：43.37000
Density:1.03 g/cm³
LogP:7.96090
Storage Temp.:Controlled Substance, -20?C Freezer
XLogP3:8.5
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:11
Exact Mass:456.36034539
Heavy Atom Count:33
Complexity:739

Purity/Quality:

99% ^*data from raw suppliers

TestosteroneUndecanoate ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xn,Xi
Hazard Codes:Xn,Xi

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCCCCCCC(=O)OC1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C
Isomeric SMILES:CCCCCCCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
Recent ClinicalTrials:Patient Satisfaction After Switching to Oral Testosterone Undecanoate
Recent EU Clinical Trials:Impact of peri-operative tEstosterone levels oN Functional and oncological Outcomes following RadiCal prostatEctomy
Recent NIPH Clinical Trials:Administration test of dutasteride, bazedoxifene acetate and testosterone undecanoate preparation to healthy adult males
Description Testosterone undecanoate, sold under the brand names Andriol and Aveed among others, is an androgen and anabolic steroid (AAS) medication that is used mainly in the treatment of low testosterone levels in men. which includes hormone therapy for transgender men. It is taken by mouth or given by injection into muscle.Testosterone Undecanoate is the undecanoate ester form of the androgen testosterone, with gonadotropin-secretory inhibiting and hormone replacement activity. As testosterone inhibits the secretion of gonadotropins from the pituitary gland, administration of testosterone decreases the secretion of luteinizing hormone (LH). By inhibiting LH secretion, the growth of Leydig cells, which are normally stimulated by LH to produce testosterone, may be suppressed. In addition, this agent promotes the maintenance of male sex characteristics and can be used for testosterone replacement in hypogonadal males.
Uses Testosterone undecanoate is the ester prodrug of testosterone and has a midchain fatty acid at the 17Beta position. It is available as an intramuscular injection and as an oral capsule, and is indicated for treatment of testosterone deficiency. It should be noted that testosterone undecanoate is only indicated for treatment of hypogonadal conditions with structural or genetic etiologies and should not be used to manage "age-related hypogonadism".
Indications JATENZO (testosterone undecanoate) is an androgen indicated for testosterone replacement therapy in adult males for conditions associated with a deficiency or absence of endogenous testosterone: Primary hypogonadism (congenital or acquired): testicular failure due to cryptorchidism, bilateral torsion, orchitis, vanishing testis syndrome, orchiectomy, Klinefelter syndrome, chemotherapy, or toxic damage from alcohol or heavy metals. These men usually have low serum testosterone concentrations and gonadotropins (follicle-stimulating hormone [FSH], luteinizing hormone [LH]) above the normal range. Hypogonadotropic hypogonadism (congenital or acquired): gonadotropin or luteinizing hormone-releasing hormone (LHRH) deficiency or pituitary-hypothalamic injury from tumors, trauma, or radiation. These men have low testosterone serum concentrations but have gonadotropins in the normal or low range.www.accessdata.fda.gov

Technology Process of Testosterone undecanoate

There total 8 articles about Testosterone undecanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.15%

: 17746-05-3
undecanoyl chloride

: 975-57-5
3,3-(ethylenedioxy)-5-androsten-17β-ol

: 5949-44-0
testosterone undecanoate

Guidance literature:: undecanoyl chloride; 3,3-(ethylenedioxy)-5-androsten-17β-ol; With dmap; triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

With hydrogenchloride; In water;

Reference yield: 96.0%

: 17746-05-3
undecanoyl chloride

: 58-22-0
testosterone

: 5949-44-0
testosterone undecanoate

Guidance literature:: With pyridine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h; Solvent; Reagent/catalyst; Inert atmosphere;

Reference yield:

: 972-46-3
3-ethoxyandrosta-3,5-dien-17-one

: 5949-44-0
testosterone undecanoate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium borohydride; pyridine / ethanol / 60 °C

2: hydrogenchloride / water; tetrahydrofuran / 20 - 30 °C

3: orthoformic acid triethyl ester; toluene-4-sulfonic acid / 40 °C / Inert atmosphere

4: dmap; triethylamine / dichloromethane / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; potassium borohydride; toluene-4-sulfonic acid; triethylamine; orthoformic acid triethyl ester; In tetrahydrofuran; ethanol; dichloromethane; water;