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Testosterone Undecanoate

CAS: 5949-44-0

Pronunciation /tɛˈstɒstəroʊn ənˈdɛkənoʊeɪt/ teh-STOS-tə-rohn ən-DEK-ə-noh-ayt
Trade names Oral: Kyzatrex, Andriol, Jatenzo, others
IM: Aveed, Nebido, others
Other names TU; Testosterone undecylate; Testosterone 17β-undecanoate; ORG-538; CLR-610

Formula C30H48O3
Molar mass 456.711 g·mol−1

Testosterone undecanoate, sold under the brand names Andriol, Aveed and Nebido among others, is an androgen and anabolic steroid (AAS) medication that is used mainly in the treatment of low testosterone levels in men, It is taken by mouth or given by injection into muscle.

Testosterone Undecanoate Side effects

Side effects of testosterone undecanoate include symptoms of masculinization like acne, increased hair growth, voice changes, hypertension, elevated liver enzymes, hypertriglyceridemia, and increased sexual desire. The drug is a prodrug of testosterone, the biological ligand of the androgen receptor (AR) and hence is an androgen and anabolic steroid. It has strong androgenic effects and moderate anabolic effects, which make it useful for producing masculinization and suitable for androgen replacement therapy. Testosterone undecanoate is a testosterone ester and a prodrug of testosterone in the body. Because of this, it is considered to be a natural and bioidentical form of testosterone.

Use

TU was introduced in China for use by injection and in the European Union for use by mouth in the 1970s. It became available for use by injection in the European Union in the early to mid 2000s and in the United States in 2014. Formulations for use by mouth are approved in the United States. Along with testosterone enanthate, testosterone cypionate, and testosterone propionate, testosterone undecanoate is one of the most widely used testosterone esters. However, it has advantages over other testosterone esters in that it can be taken by mouth and in that it has a far longer duration when given by injection. In addition to its medical use, testosterone undecanoate is used to improve physique and performance.

Oral administration of testosterone undecanoate is an effective method to achieve therapeutic physiological levels of serum testosterone in patients with hypogonadism. In addition, oral therapy has been found to have a positive impact on quality of life factors such as sexual function, mood, and mental status, as documented in various studies

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.

Chemical Properties White Solid

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 TU is only indicated for treatment of hypogonadal conditions with structural or genetic etiologies and should not be used to manage “age-related hypogonadism”.testosterone undecanoate half life Its elimination half-life is 20.9 days and its mean residence time is 34.9 days in tea seed oil, while its elimination half-life is 33.9 days and its mean residence time is 36.0 days in castor oil.

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.testosterone undecanoate cycle
www.accessdata.fda.gov
Definition ChEBI: TU is a steroid ester. It is a metabolite of Testosterone. It is a promising androgen for male hormonal contraception.

Pharmacokinetics

Testosterone undecanoate is a prodrug of testos-terone esterified in the 17b-position with undecanoic acid. Following oral administration, thisprodrug is metabolized only partly in the intestinal wall, and the remaining fraction of TU is absorbed via the lymphatic system, and hence, avoids first pass hepatic metabolism. After reaching the systemic circulation, TU rapidly converts to free testosterone. The absolute bioavailability of testosterone following oral administration of TU is estimated to be 7%. Recent studies in lymph duct cannulated dogs revealed that all of the TU absorbed into the systemic circulation is due to lymphatic absorption of the prodrug, and more than 80% of the free testosterone in the plasma is contributed by systemic hydrolysis of the lymphatically transported prodrug.oral testosterone undecanoate oral

Side effects

Side effects testosterone undecanoate include symptoms of masculinization like acne, increased hair growth, voice changes, hypertension.  Elevated liver enzymes, hypertriglyceridemia, and increased sexual desire. The drug is a prodrug of testosterone.  The biological ligand of the androgen receptor (AR) and hence is an androgen and anabolic steroid.  It has strong androgenic effects and moderate anabolic effects. Which make it useful for producing masculinization and suitable for androgen replacement therapy. TU is a testosterone ester and a prodrug of testosterone in the body. Because of this, it is considered to be a natural and bioidentical form of testosterone.buy injectable testosterone undecanoate

Synonyms: TESTOSTERONE UNDECANOATE;TESTOSTERONE UNDECANOILATE;17-beta-hydroxy-5-alpha-androstan-3-onundecanoate;testosterone,undecanoate(ester);andriol;4-ANDROSTEN-17BETA-OL-3-ONE 17-UNDECANOATE;4-ANDROSTEN-17-BETA-OL-3-ONE UNDECANOATE;17-[(1-oxoundecyl)oxy]-androst-4-en-3-one
CAS: 5949-44-0
MF: C30H48O3
MW: 456.71
EINECS: 227-712-6
Product Categories: testosterone;API;Metabolites & Impurities;Pharmaceuticals;Steroid and Hormone;Finished Steroid and Hormone;Intermediates & Fine Chemicals;Steroids;VX:15689727968;5949-44-0
Mol File: 5949-44-0.mol

TU Chemical Properties
Melting point 59-61°C
Boiling point 550.7±50.0 °C(Predicted)
density 1.03±0.1 g/cm3(Predicted)
storage temp. Controlled Substance, -20°C Freezer
solubility DMSO : 10 mg/mL (21.90 mM; Need ultrasonic and warming)
form Solid
color White to Off-White
InChIKey UDSFVOAUHKGBEK-JCROKFDDNA-N
SMILES C[C@]12CCC(=O)C=C1CC[C@@]1([H])[C@]3([H])CC[C@H](OC(=O)CCCCCCCCCC)[C@@]3(C)CC[C@]21[H] |&1:1,10,12,16,30,34,r|
CAS DataBase Reference 5949-44-0(CAS DataBase Reference)

More Introduction:https://en.wikipedia.org/wiki/Testosterone_undecanoate