OPC-14523 free base

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MedKoo CAT#: 529510

CAS#: 145969-30-8(OPC-14523 free base)

Description: OPC-14523 is a 5-HT1A receptor agonist potentially for the treatment of depression and neuropathic pain.

Chemical Structure

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OPC-14523 free base
CAS# 145969-30-8(OPC-14523 free base)
Instruction

Theoretical Analysis

MedKoo Cat#: 529510
Name: OPC-14523 free base
CAS#: 145969-30-8(OPC-14523 free base)
Chemical Formula: C23H28ClN3O2
Exact Mass: 0.00
Molecular Weight: 413.940
Elemental Analysis: C, 66.74; H, 6.82; Cl, 8.56; N, 10.15; O, 7.73

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Related CAS #: 260369-93-5 (mesylate); 145969-30-8(free base)  

Synonym: OPC-14523; VPI-013; OPC14523; VPI013; OPC 14523; VPI 013

IUPAC/Chemical Name: 1-(3-(4-(3-chlorophenyl)piperazin-1-yl)propyl)-5-methoxy-3,4-dihydroquinolin-2(1H)-one

InChi Key: TZZGTNZBLPCBIS-UHFFFAOYSA-N

InChi Code: InChI=1S/C23H28ClN3O2/c1-29-22-8-3-7-21-20(22)9-10-23(28)27(21)12-4-11-25-13-15-26(16-14-25)19-6-2-5-18(24)17-19/h2-3,5-8,17H,4,9-16H2,1H3

SMILES Code: O=C1N(CCCN2CCN(C3=CC=CC(Cl)=C3)CC2)C4=C(C(OC)=CC=C4)CC1

Appearance: 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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 413.94 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.

Recalculate based on batch purity %
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:
In vitro protocol:
In vivo protocol:

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1: Jordan S, Chen R, Koprivica V, Hamilton R, Whitehead RE, Tottori K, Kikuchi T. In vitro profile of the antidepressant candidate OPC-14523 at rat and human 5-HT1A receptors. Eur J Pharmacol. 2005 Jul 11;517(3):165-73. PubMed PMID: 15985260.

2: Bermack JE, Debonnel G. Effects of OPC-14523, a combined sigma and 5-HT1a ligand, on pre- and post-synaptic 5-HT1a receptors. J Psychopharmacol. 2007 Jan;21(1):85-92. PubMed PMID: 16533864.

3: Tottori K, Nakai M, Uwahodo Y, Miwa T, Yamada S, Oshiro Y, Kikuchi T, Altar CA. Attenuation of scopolamine-induced and age-associated memory impairments by the sigma and 5-hydroxytryptamine(1A) receptor agonist OPC-14523 (1-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-methoxy-3,4-dihydro-2[1H]-quino linone monomethanesulfonate). J Pharmacol Exp Ther. 2002 Apr;301(1):249-57. PubMed PMID: 11907181.

4: Tottori K, Miwa T, Uwahodo Y, Yamada S, Nakai M, Oshiro Y, Kikuchi T, Altar CA. Antidepressant-like responses to the combined sigma and 5-HT1A receptor agonist OPC-14523. Neuropharmacology. 2001 Dec;41(8):976-88. PubMed PMID: 11747902.

5: Bermack JE, Haddjeri N, Debonnel G. Effects of the potential antidepressant OPC-14523 [1-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-5-methoxy-3,4-dihydro-2-quinolino ne monomethanesulfonate] a combined sigma and 5-HT1A ligand: modulation of neuronal activity in the dorsal raphe nucleus. J Pharmacol Exp Ther. 2004 Aug;310(2):578-83. PubMed PMID: 15044555.

6: Skuza G, Wedzony K. Behavioral pharmacology of sigma-ligands. Pharmacopsychiatry. 2004 Nov;37 Suppl 3:S183-8. Review. PubMed PMID: 15547784.

7: Skuza G. Potential antidepressant activity of sigma ligands. Pol J Pharmacol. 2003 Nov-Dec;55(6):923-34. Review. PubMed PMID: 14730086.

8: Oshiro Y, Sakurai Y, Sato S, Kurahashi N, Tanaka T, Kikuchi T, Tottori K, Uwahodo Y, Miwa T, Nishi T. 3,4-dihydro-2(1H)-quinolinone as a novel antidepressant drug: synthesis and pharmacology of 1-[3-[4-(3-chlorophenyl)-1-piperazinyl]propyl]-3,4- dihydro-5-methoxy-2(1H)-quinolinone and its derivatives. J Med Chem. 2000 Jan 27;43(2):177-89. PubMed PMID: 10649973.