| Identification | Back Directory | [Name]
Andarine | [CAS]
401900-40-1 | [Synonyms]
GTx007
GTx-007
MK-2866
sarM s4
Andarine
Ostarine
401900-40-1
Andarine(S4)
S-4(Andarine )
Andarine, >=99%
Andarine,GTK-007
Andarine (GTX-007)
Andarine,GTX-007/GTX007
OSTARINE(MK-2866),ENOBOSARM
3-(4-acetaMidophenoxy)-2-hydroxy-2-Methyl-N-[4-nitro-3-(trifluoroMethyl)phenyl]propanaMide
(2R)-3-(4-Cyanophenoxy)-N-[4-cyano-3-(trifluoromethyl)phenyl]-2-hydroxy-2-methylpropanamide
(S)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-(4-nitro-3-(trifluoromethyl)phenyl)propanamide
(2S)-3-(4-acetamidophenoxy)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide
S-3-(4-acetylamino-phenoxy)-2-hydroxy-2-methyl-N-(4-nitro-3-trifluoromethyl-phenyl)-propionamide
N-[4-Nitro-3-(trifluoromethyl)phenyl]-(2S)-3-[4-(acetylamino)phenoxy]-2-hydroxy-2-methylpropanamide
Propanamide,3-[4-(acetylamino)phenoxy]-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phe nyl]-,(2S)-
N-[4-Nitro-3-(trifluoromethyl)phenyl]-(2S)-3-[4-(acetylamino)phenoxy]-2-hydroxy-2-methylpropanamide Andarine | [EINECS(EC#)]
803-892-7 | [Molecular Formula]
C19H18F3N3O6 | [MDL Number]
MFCD09027386 | [MOL File]
401900-40-1.mol | [Molecular Weight]
441.36 |
| Chemical Properties | Back Directory | [Melting point ]
70-74℃ | [Boiling point ]
698.7±55.0 °C(Predicted) | [density ]
1.47 | [storage temp. ]
Refrigerator | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
12.13±0.29(Predicted) | [color ]
Light Yellow | [Water Solubility ]
1.2 mg/mL in water | [BRN ]
9666695 | [InChIKey]
YVXVTLGIDOACBJ-SFHVURJKSA-N | [SMILES]
C(NC1=CC=C([N+]([O-])=O)C(C(F)(F)F)=C1)(=O)[C@](O)(C)COC1=CC=C(NC(C)=O)C=C1 |
| Hazard Information | Back Directory | [Description]
Andarine, also known as S-4 or 401900-40-1, is a selective androgen receptor modulator that was developed to treat muscle wasting diseases, and cancer patients who were wasting away. S-4 is an anabolic agonist that is effective and does not have the same side effects as anabolic-androgenic steroids. Its effectiveness is primarily due to its substrate affinity for 5α-reductase, which produces DHT in the prostate. Unfortunately the benefits that SARMs such as andarine (S-4) may provide to clinical medicine have the potential for misuse in sports where athletes and/or their handlers may seek to gain unfair advantage with the assumption that these compounds are undetectable by anti-doping laboratories. SARMs are therefore prohibited for use by the International Federation of Horseracing Authorities and the World Anti-Doping Agency (WADA). | [Chemical Properties]
Pale Yellow Solid | [Uses]
It is a potent and tissue-selective androgen receptor modulator (SARM) | [Definition]
ChEBI: Andarine is an anilide and a member of acetamides. It is a non-steroidal selective androgen receptor modulator. | [benefits]
Andarine (S4) has a lot of great benefits and this is probably what you are most interested in.
The Andarine benefits are:
Increased muscle mass
Fat loss
Faster recovery
Body recomposition
Increased strength | [Biological Activity]
Andarine is a selective non-steroidal androgen receptor (AR) agonist with Ki of 4 nM, and it is tissue selective for the metabolic organ. Phase 3. | [Side effects]
Andarine has gone through quite a bit of research but not as much as other SARMs such as LGD 4033 or Ostarine. From the studies so far and from the anecdotal evidence from people that use it we can tell that there are two side effects.
S4 side effects:
Suppression
Impaired vision | [Synthesis]
Andarine was prepared from N-[4-Nitro-3-(trifluoromethyl)phenyl]-(2R)-3-bromo-2-hydroxy-2-methylpropanamide (0.37 g, 1.0 mmol), 4-acetamidophenol (0.23 g, 1.5 mmol) K2CO3 (0.28 g, 2.0 mmol), and 10% of benzyltributylammonium chloride as a phase transfer catalyst in 20 mL of methyl ethyl ketone was heated at reflux overnight under argon. The reaction was followed by TLC, the resulting mixture was filtered through Celite, and concentrated in vacuo to dryness. Purification by flash column chromatography on silica gel (hexanes-ethyl acetate, 3:1) yielded 0.38 g (86%) (Rf=0.18 hexanes-ethyl acetate, 3:1) of the desired compound as a light yellow powder: mp 70-74° C. | [in vitro]
Andarine binds to androgen receptors with high affinity with Ki of 4 nM. Moreover, 10 nM Andarine stimulated the transcription adjusted by androgen receptor, up to 93%. | [in vivo]
Andarine has an effective metabolic activity, and stimulates the growth of the prostate, seminal vesicle, and levator ani, with ED50 is 0.43 mg/day, 0.55 mg/day, and 0.14 mg/day respectively. This effect is dose dependent. In addition, Andarine acts on FSH, which does not affect some physiological changes caused by castration, and at a dose of 0.5 mg or more per day, partially inhibiting LH production. Andarine was administered to dog intravenously at 0.1, 1, 3, and 10 mg/kg doses, then the total body clearance (CL) decreased from 7.4 mL/min/kg to 3.1 mL/min/kg, the steady-state volume (Vss) was 1.39 L/kg and the half-life was 229 minutes. In addition, Andarine was 10 mg/kg, 1 mg/kg and 0.1 mg/kg, with oral bioavailability of 38%, 62% and 91% respectively. Andarine has tissue selective pharmacological activity and is well treated with 0.5 mg/day concentration, significantly reducing prostate weight to 79.4%. | [target]
androgen receptor | [Clinical claims and research]
The pharmacological activity of andarine suggest the great potential of andarine in the development of the clinically available SARMs, which offers unique therapeutic advantages over their steroidal counterparts and an exciting opportunity to differentially regulate the androgen effects in various target tissues, thus minimizing the interference to normal. Thus, andarine has promising in advanced clinical trials that aim to treat age-related maladies and to counteract symptoms of severe diseases such as sarcopenia and cancer cachexia.
However, andarine may be misused in sports where athletes and/or their handlers may seek to gain unfair advantage. Therefore, andarine as agonist is prohibited for use by the International Federation of Horseracing Authorities and the World Anti-Doping Agency. | [Regulatory Status]
US: Andarine(401900-40-1) is not listed specifically in the Schedules to the US Controlled Substances Act and is not mentioned anywhere on the DEA website.
United Nations: The substance is not listed specifically on the Yellow List - List of Narcotic Drugs under International Control nor the Green List - List of Psychotropic Substances under International Control.
Canadian Status: Andarine is not currently listed in the CDSA. The substance has been reported to be used for the treatment of muscle wasting, osteoporosis and begning prostatic hyperplaysia and displays androgenic and anabolic activity1-3 . 2 3However, since andarine is not a steroid, it cannot be included uner item 23 of Schedule IV to the CDSA.
| [References]
[1]. yin, d., et al., pharmacodynamics of selective androgen receptor modulators. j pharmacol exp ther, 2003. 304(3): p. 1334-40.
[2]. thevis, m., et al., mass spectrometric characterization of urinary metabolites of the selective androgen receptor modulator s-22 to identify potential targets for routine doping controls. rapid commun mass spectrom, 2011. 25(15): p. 2187-95. |
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