WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 531399
CAS#: 359878-19-6 (HCl)
Description: AC-90179 is a high selective 5-hydroxytryptamine2A receptor inverse agonist. It is an atypical antipsychotic pharmaceutical. It has been shown to alleviate hallucinogen-induced vasocontriction and possible other harmful physical symptoms.
MedKoo Cat#: 531399
Name: AC-90179 HCl
CAS#: 359878-19-6 (HCl)
Chemical Formula: C23H31ClN2O2
Exact Mass:
Molecular Weight: 402.96
Elemental Analysis: C, 68.56; H, 7.75; Cl, 8.80; N, 6.95; O, 7.94
Related CAS #: 359878-19-6 (HCl) 359878-17-4 (free base)
Synonym: AC-90179; AC 90179; AC90179; AC-90179 HCl; AC-90179 hydrochloride
IUPAC/Chemical Name: 2-(4-methoxyphenyl)-N-[(4-methylphenyl)methyl]-N-(1-methylpiperidin-4-yl)acetamide hydrochloride
InChi Key: JFSJPTRVYLBFQC-UHFFFAOYSA-N
InChi Code: InChI=1S/C23H30N2O2.ClH/c1-18-4-6-20(7-5-18)17-25(21-12-14-24(2)15-13-21)23(26)16-19-8-10-22(27-3)11-9-19;/h4-11,21H,12-17H2,1-3H3;1H
SMILES Code: O=C(N(CC1=CC=C(C)C=C1)C2CCN(C)CC2)CC3=CC=C(OC)C=C3.[H]Cl
Appearance: White to off-white solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
| Biological target: | AC-90179 hydrochloride is a selective serotonin (5-HT2A) receptor inverse agonist. |
| In vitro activity: | Like all atypical antipsychotics, AC-90179 shows high potency as an inverse agonist and competitive antagonist at 5HT2A receptors. In addition, AC-90179 exhibits antagonism at 5HT2C receptors. In contrast, AC-90179 does not have significant potency for D2 and H1 receptors that have been implicated in the dose-limiting side effects of other antipsychotic drugs. Reference: J Pharmacol Exp Ther. 2004 Sep;310(3):943-51. https://jpet.aspetjournals.org/content/310/3/943.long |
| In vivo activity: | The ability of AC-90179 to block 5-HT2A receptor signaling in vivo was demonstrated by its blockade of the rate-decreasing effects of the 5-HT2A agonist, (+/-)-2,5-dimethoxy-4-iodoamphetamine hydrochloride, under a fixed ratio schedule of reinforcement. Similar to clozapine and haloperidol, AC-90179 attenuated phencyclidine-induced hyperactivity. Reference: J Pharmacol Exp Ther. 2004 Sep;310(3):943-51. https://jpet.aspetjournals.org/content/310/3/943.long |
The following data is based on the product molecular weight 402.96 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | 1. Ruderman MA, Powell SB, Geyer MA. A Kappa Opioid Model of Atypical Altered Consciousness and Psychosis: U50488, DOI, AC90179 Effects on Prepulse Inhibition and Locomotion in Mice. J Young Investig. 2009 Jul 1;19(13):1-7. PMID: 25346645; PMCID: PMC4208663. 2. Vanover KE, Harvey SC, Son T, Bradley SR, Kold H, Makhay M, Veinbergs I, Spalding TA, Weiner DM, Andersson CM, Tolf BR, Brann MR, Hacksell U, Davis RE. Pharmacological characterization of AC-90179 [2-(4-methoxyphenyl)-N-(4-methyl-benzyl)-N-(1-methyl-piperidin-4-yl)-acetamide hydrochloride]: a selective serotonin 2A receptor inverse agonist. J Pharmacol Exp Ther. 2004 Sep;310(3):943-51. doi: 10.1124/jpet.104.066688. Epub 2004 Apr 21. PMID: 15102927. |
| In vitro protocol: | 1. Vanover KE, Harvey SC, Son T, Bradley SR, Kold H, Makhay M, Veinbergs I, Spalding TA, Weiner DM, Andersson CM, Tolf BR, Brann MR, Hacksell U, Davis RE. Pharmacological characterization of AC-90179 [2-(4-methoxyphenyl)-N-(4-methyl-benzyl)-N-(1-methyl-piperidin-4-yl)-acetamide hydrochloride]: a selective serotonin 2A receptor inverse agonist. J Pharmacol Exp Ther. 2004 Sep;310(3):943-51. doi: 10.1124/jpet.104.066688. Epub 2004 Apr 21. PMID: 15102927. |
| In vivo protocol: | 1. Ruderman MA, Powell SB, Geyer MA. A Kappa Opioid Model of Atypical Altered Consciousness and Psychosis: U50488, DOI, AC90179 Effects on Prepulse Inhibition and Locomotion in Mice. J Young Investig. 2009 Jul 1;19(13):1-7. PMID: 25346645; PMCID: PMC4208663. 2. Vanover KE, Harvey SC, Son T, Bradley SR, Kold H, Makhay M, Veinbergs I, Spalding TA, Weiner DM, Andersson CM, Tolf BR, Brann MR, Hacksell U, Davis RE. Pharmacological characterization of AC-90179 [2-(4-methoxyphenyl)-N-(4-methyl-benzyl)-N-(1-methyl-piperidin-4-yl)-acetamide hydrochloride]: a selective serotonin 2A receptor inverse agonist. J Pharmacol Exp Ther. 2004 Sep;310(3):943-51. doi: 10.1124/jpet.104.066688. Epub 2004 Apr 21. PMID: 15102927. |
1: Vanover KE, Harvey SC, Son T, Bradley SR, Kold H, Makhay M, Veinbergs I, Spalding TA, Weiner DM, Andersson CM, Tolf BR, Brann MR, Hacksell U, Davis RE. Pharmacological characterization of AC-90179 [2-(4-methoxyphenyl)-N-(4-methyl-benzyl)-N-(1-methyl-piperidin-4-yl)-acetamide hydrochloride]: a selective serotonin 2A receptor inverse agonist. J Pharmacol Exp Ther. 2004 Sep;310(3):943-51. Epub 2004 Apr 21. PubMed PMID: 15102927.
2: Ruderman MA, Powell SB, Geyer MA. A Kappa Opioid Model of Atypical Altered Consciousness and Psychosis: U50488, DOI, AC90179 Effects on Prepulse Inhibition and Locomotion in Mice. J Young Investig. 2009 Jul 1;19(13):1-7. PubMed PMID: 25346645; PubMed Central PMCID: PMC4208663.
3: Blessing WW, Seaman B. 5-hydroxytryptamine(2A) receptors regulate sympathetic nerves constricting the cutaneous vascular bed in rabbits and rats. Neuroscience. 2003;117(4):939-48. PubMed PMID: 12654345.
4: Weiner DM, Burstein ES, Nash N, Croston GE, Currier EA, Vanover KE, Harvey SC, Donohue E, Hansen HC, Andersson CM, Spalding TA, Gibson DF, Krebs-Thomson K, Powell SB, Geyer MA, Hacksell U, Brann MR. 5-hydroxytryptamine2A receptor inverse agonists as antipsychotics. J Pharmacol Exp Ther. 2001 Oct;299(1):268-76. PubMed PMID: 11561089.
