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Chemical compound
AC-262,536
4-[(1R ,3S ,5S )-3-hydroxy-8-azabicyclo[3.2.1]octan-8-yl]naphthalene-1-carbonitrile
CAS Number PubChem CID ChemSpider UNII ChEMBL Formula C 18 H 18 N 2 O Molar mass 278.355 g·mol−1 3D model (JSmol)
OC1C[C@@H]2CC[C@H](C1)N2c3ccc(C#N)c4ccccc34
InChI=1S/C18H18N2O/c19-11-12-5-8-18(17-4-2-1-3-16(12)17)20-13-6-7-14(20)10-15(21)9-13/h1-5,8,13-15,21H,6-7,9-10H2/t13-,14+,15+
Key:ATKWLNSCJYLXPF-FICVDOATSA-N
(verify)
AC-262536 is a drug developed by Acadia Pharmaceuticals which acts as a selective androgen receptor modulator (SARM). Chemically it possesses endo-exo isomerism, with the endo form being the active form. It acts as a partial agonist for the androgen receptor with a Ki of 5nM, and no significant affinity for any other receptors tested. In animal studies it produced a maximal effect of around 66% of the anabolic action of testosterone, but only around 27% of its potency as an androgen.[1] [2]
See also [ edit]
ACP-105
Enobosarm
JNJ-28330835
Ligandrol
References [ edit]
^ Cutler C, Viljanto M, Taylor P, Habershon-Butcher J, Muir T, Biddle S, Van Eenoo P (February 2021). "Equine metabolism of the selective androgen receptor modulator AC-262536 in vitro and in urine, plasma and hair following oral administration". Drug Testing and Analysis . 13 (2): 369–385. doi:10.1002/dta.2932 . hdl:1854/LU-8694577 . PMID 32959959 . S2CID 221842707 .
^ Stacchini C, Botrè F, Comunità F, de la Torre X, Dima AP, Ricci M, Mazzarino M (February 2021). "Simultaneous detection of different chemical classes of selective androgen receptor modulators in urine by liquid chromatography-mass spectrometry-based techniques". Journal of Pharmaceutical and Biomedical Analysis . 195 : 113849. doi:10.1016/j.jpba.2020.113849 . PMID 33383501 . S2CID 229941017 .
Androgen receptor modulators
AR
Agonists
Testosterone derivatives: 4-Androstenediol
4-Dehydroepiandrosterone (4-DHEA)
4-Hydroxytestosterone
4,17α-Dimethyltestosterone
5-Androstenedione
11-Ketotestosterone
11β-Hydroxyandrostenedione
Adrenosterone (11-ketoandrostenedione, 11-oxoandrostenedione)
Androstenediol (5-androstenediol)
Androstenediol 3β-acetate
Androstenediol 17β-acetate
Androstenediol diacetate
Androstenediol dipropionate
Androstenedione (4-androstenedione)
Atamestane
Boldenone
Boldione (1,4-androstadienedione)
Clostebol
Clostebol acetate
Clostebol caproate
Clostebol propionate
Cloxotestosterone
Cloxotestosterone acetate
Dehydroandrosterone
DHEA (androstenolone, prasterone; 5-DHEA)
DHEA enanthate (prasterone enanthate)
DHEA sulfate
Exemestane
Formestane
Plomestane
Quinbolone
Silandrone
Testosterone# (+dutasteride)
Testosterone esters
Polytestosterone phloretin phosphate
5α-Dihydrotestosterone derivatives: 1-Androstenediol
1-Androstenedione
1-Androsterone (1-andro, 1-DHEA)
1-Testosterone
3α-Androstanediol
5α-Androst-2-en-17-one
7β-Hydroxyepiandrosterone
11-Ketodihydrotestosterone
Androsterone
Bolazine
Dihydroethyltestosterone
Dihydrofluoxymesterone
Dihydromethylandrostenediol
Dihydrotestosterone (DHT) (androstanolone, stanolone)
Dihydrotestosterone esters
Drostanolone
Epiandrosterone
Epitiostanol
Mepitiostane
Mesabolone
Mesterolone
Methyldiazinol
Nisterime
Prostanozol
Stenbolone
Testifenon (testiphenon, testiphenone)
19-Nortestosterone derivatives: 7α-Methyl-19-norandrostenedione (MENT dione, trestione)
11β-Methyl-19-nortestosterone
11β-Methyl-19-nortestosterone dodecylcarbonate
19-Nor-5-androstenediol
19-Nor-5-androstenedione
19-Nordehydroepiandrosterone
Bolandiol
Bolandione (19-nor-4-androstenedione)
Bolmantalate (nandrolone adamantoate)
Dienedione
Dienolone
Dimethandrolone
Dimethandrolone buciclate
Dimethandrolone dodecylcarbonate
Dimethandrolone undecanoate
LS-1727 (nandrolone 17β-N -(2-chloroethyl)-N -nitrosocarbamate)
Methoxydienone (methoxygonadiene)
Nandrolone
Norclostebol
Normethandrone (methylestrenolone, normethisterone)
Oxabolone
Oxabolone cipionate (oxabolone cypionate)
Trenbolone
Trenbolone acetate
Trenbolone enanthate
Trenbolone hexahydrobenzylcarbonate
Trenbolone undecanoate
Trendione
Trestolone (MENT)
Trestolone acetate
Trestolone enanthate
5α-Dihydro-19-nortestosterone derivatives: 5α-Dihydronandrolone
5α-Dihydrotrestolone
19-Norandrosterone
17α-Alkylated testosterone derivatives: Bolasterone
Calusterone
Chlorodehydromethylandrostenediol (CDMA)
Chlorodehydromethyltestosterone (CDMT)
Chloromethylandrostenediol (CMA)
Enestebol
Ethyltestosterone
Fluoxymesterone
Formebolone
Hydroxystenozole
Metandienone (methandrostenolone)
Methandriol (methylandrostenediol)
Methandriol bisenanthoyl acetate
Methandriol diacetate
Methandriol dipropionate
Methandriol propionate
Methylclostebol (chloromethyltestosterone)
Methyltestosterone (+esterified estrogens)
Methyltestosterone 3-hexyl ether
Oxymesterone
Penmesterol
Tiomesterone
17α-Alkylated 5α-dihydrotestosterone derivatives: Androisoxazole
Desoxymethyltestosterone
Furazabol
Mebolazine (dimethazine)
Mestanolone
Metenolone
Metenolone acetate
Metenolone enanthate
Methasterone
Methyl-1-testosterone
Methylepitiostanol
Methylstenbolone
Oxandrolone
Oxymetholone
Stanozolol
17α-Alkylated 19-nortestosterone derivatives: Bolenol
Dimethyldienolone
Dimethyltrienolone
Ethyldienolone
Ethylestrenol
Methyldienolone
Methylhydroxynandrolone (MOHN, MHN)
Metribolone
Mibolerone
Norboletone
Norethandrolone
Propetandrol
RU-2309
Tetrahydrogestrinone
17α-Alkylated 5α-dihydro-19-nortestosterone derivatives: 5α-Dihydronorethandrolone
5α-Dihydronormethandrone
17α-Vinyltestosterone derivatives: Norvinisterone (vinylnortestosterone)
17α-Vinyl-19-nortestosterone derivatives: Vinyltestosterone
17α-Ethynyltestosterone derivatives: Danazol
Ethinylandrostenediol
Ethisterone (ethynyltestosterone)
5α-Dihydro-17α-ethynyltestosterone derivatives: 17α-Ethynyl-3α-androstanediol
17α-Ethynyl-3β-androstanediol
Dihydroethisterone
17α-Ethynyl-19-nortestosterone derivatives: Δ4 -Tibolone
Desogestrel
Etonogestrel
Etynodiol
Gestodene
Gestrinone
Levonorgestrel
Levonorgestrel esters (e.g., levonorgestrel butanoate)
Lynestrenol
Lynestrenol phenylpropionate
Norethisterone
Norethisterone esters (e.g., norethisterone acetate, norethisterone enanthate)
Norgestrel
Norgestrienone
Quingestanol
Tibolone
5α-Dihydro-17α-ethynyl-19-nortestosterone derivatives: 5α-Dihydrolevonorgestrel
5α-Dihydronorethisterone
Progesterone derivatives: 6α-Methylprogesterone
Medroxyprogesterone acetate
Megestrol acetate
Others/unsorted: 3-Keto-5α-abiraterone
5α-Androstane
Alternariol
Cl-4AS-1
Drupanol
Trilostane
ZM-182345
Mixed (SARMs )
Nonsteroidal: 198RL26
ACP-105
AC-262,536
Acetothiolutamide
Acetoxolutamide
Andarine (acetamidoxolutamide, androxolutamide, GTx-007, S-4)
BMS-564,929
DTIB
Enobosarm (ostarine, MK-2866, GTx-024, S-22)
FTBU-1
GLPG-0492
GSK2881078
GSK-4336A
GSK-8698
LG121071 (LGD-121071)
LGD-2226
LGD-2941 (LGD-122941)
LGD-3303
LGD-4033
LY-2452473
JNJ-26146900
JNJ-28330835
JNJ-37654032
ORM-11984
PF-06260414
R-1
RAD140
RU-59063
S-1
S-23
S-40503
S-101479
Triclosan
Steroidal: EM-9017
MK-0773
TFM-4AS-1
YK-11
Antagonists
GPRC6A
Agonists
Cations (incl. aluminium, calcium, gadolinium, magnesium, strontium, zinc)
Dehydroandrosterone
Dihydrotestosterone
Estradiol
L -α-Amino acids (incl. L -arginine, L -lysine, L -ornithine)
Osteocalcin
SHBG
Testosterone
See also
Receptor/signaling modulators
Androgens and antiandrogens
Estrogen receptor modulators
Progesterone receptor modulators
List of androgens and anabolic steroids
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