ACP-105

ACP-105
Legal status
Legal status	US: Investigational new drug;
Identifiers
	IUPAC name 2-chloro-4-(3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl)-3-methylbenzonitrile;
CAS Number	1048998-11-3;
PubChem CID	11507567;
ChemSpider	9682364;
ChEMBL	ChEMBL3410856;
CompTox Dashboard (EPA)	DTXSID101134942 ;
Chemical and physical data
Formula	C16H19ClN2O
Molar mass	290.79 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1=C(C=CC(=C1Cl)C#N)N2C3CCC2CC(C3)(C)O;
	InChI InChI=1S/C16H19ClN2O/c1-10-14(6-3-11(9-18)15(10)17)19-12-4-5-13(19)8-16(2,20)7-12/h3,6,12-13,20H,4-5,7-8H2,1-2H3; Key:OUEODVPKPRQETQ-UHFFFAOYSA-N;

ACP-105 is a drug which acts as a selective androgen receptor modulator (SARM). It has been investigated for potential use in the treatment of age-related cognitive decline.^[1]^[2]^[3]^[4] The drug has been found to reduce anxiety-like behavior in a mouse model of Alzheimer's disease when administered alone, as well as enhance spatial memory when coadministered with the selective estrogen receptor β agonist AC-186.^[3] ACP-105 is an aniline SARM and is related to AC-262536 and vosilasarm (RAD140).^[5]

References

^ Schlienger N, Lund BW, Pawlas J, Badalassi F, Bertozzi F, Lewinsky R, et al. (November 2009). "Synthesis, structure-activity relationships, and characterization of novel nonsteroidal and selective androgen receptor modulators". Journal of Medicinal Chemistry. 52 (22): 7186–7191. doi:10.1021/jm901149c. PMID 19856921.
^ Dayger C, Villasana L, Pfankuch T, Davis M, Raber J (March 2011). "Effects of the SARM ACP-105 on rotorod performance and cued fear conditioning in sham-irradiated and irradiated female mice". Brain Research. 1381: 134–140. doi:10.1016/j.brainres.2010.12.088. PMC 3048897. PMID 21219889.
^ ^a ^b George S, Petit GH, Gouras GK, Brundin P, Olsson R (December 2013). "Nonsteroidal selective androgen receptor modulators and selective estrogen receptor β agonists moderate cognitive deficits and amyloid-β levels in a mouse model of Alzheimer's disease". ACS Chemical Neuroscience. 4 (12): 1537–1548. doi:10.1021/cn400133s. PMC 3867967. PMID 24020966.
^ Cutler C, Viljanto M, Taylor P, Hincks P, Biddle S, Van Eenoo P (October 2021). "Identification of equine in vitro metabolites of seven non-steroidal selective androgen receptor modulators for doping control purposes". Drug Testing and Analysis. 14 (2): 349–370. doi:10.1002/dta.3189. hdl:1854/LU-8740373. PMID 34714606. S2CID 240152623.
^ Zhang X, Sui Z (February 2013). "Deciphering the selective androgen receptor modulators paradigm". Expert Opinion on Drug Discovery. 8 (2): 191–218. doi:10.1517/17460441.2013.741582. PMID 23231475. S2CID 2584722.

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[pmid19856921-1] Schlienger N, Lund BW, Pawlas J, Badalassi F, Bertozzi F, Lewinsky R, et al. (November 2009). "Synthesis, structure-activity relationships, and characterization of novel nonsteroidal and selective androgen receptor modulators". Journal of Medicinal Chemistry. 52 (22): 7186–7191. doi:10.1021/jm901149c. PMID 19856921.

[pmid21219889-2] Dayger C, Villasana L, Pfankuch T, Davis M, Raber J (March 2011). "Effects of the SARM ACP-105 on rotorod performance and cued fear conditioning in sham-irradiated and irradiated female mice". Brain Research. 1381: 134–140. doi:10.1016/j.brainres.2010.12.088. PMC 3048897. PMID 21219889.

[pmid24020966-3] George S, Petit GH, Gouras GK, Brundin P, Olsson R (December 2013). "Nonsteroidal selective androgen receptor modulators and selective estrogen receptor β agonists moderate cognitive deficits and amyloid-β levels in a mouse model of Alzheimer's disease". ACS Chemical Neuroscience. 4 (12): 1537–1548. doi:10.1021/cn400133s. PMC 3867967. PMID 24020966.

[pmid34714606-4] Cutler C, Viljanto M, Taylor P, Hincks P, Biddle S, Van Eenoo P (October 2021). "Identification of equine in vitro metabolites of seven non-steroidal selective androgen receptor modulators for doping control purposes". Drug Testing and Analysis. 14 (2): 349–370. doi:10.1002/dta.3189. hdl:1854/LU-8740373. PMID 34714606. S2CID 240152623.

[pmid23231475-5] Zhang X, Sui Z (February 2013). "Deciphering the selective androgen receptor modulators paradigm". Expert Opinion on Drug Discovery. 8 (2): 191–218. doi:10.1517/17460441.2013.741582. PMID 23231475. S2CID 2584722.

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Legal status

Legal status	US: Investigational new drug
Identifiers
IUPAC name 2-chloro-4-(3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl)-3-methylbenzonitrile
CAS Number	1048998-11-3
PubChem CID	11507567
ChemSpider	9682364
ChEMBL	ChEMBL3410856
CompTox Dashboard (EPA)	DTXSID101134942
Chemical and physical data
Formula	C₁₆H₁₉ClN₂O
Molar mass	290.79 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC1=C(C=CC(=C1Cl)C#N)N2C3CCC2CC(C3)(C)O
InChI InChI=1S/C16H19ClN2O/c1-10-14(6-3-11(9-18)15(10)17)19-12-4-5-13(19)8-16(2,20)7-12/h3,6,12-13,20H,4-5,7-8H2,1-2H3 Key:OUEODVPKPRQETQ-UHFFFAOYSA-N