MedKoo Biosciences

Gepirone
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 527835

CAS#: 83928-76-1

Description: Gepirone is a selective 5-HT(1A) agonist, significantly reducing depression symptoms and illness severity, improving sexual dysfunction.

Chemical Structure

Gepirone

CAS# 83928-76-1

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 527835
Name: Gepirone
CAS#: 83928-76-1
Chemical Formula: C19H29N5O2
Exact Mass: 359.23
Molecular Weight: 359.474
Elemental Analysis: C, 63.48; H, 8.13; N, 19.48; O, 8.90

Price and Availability

Size	Price	Availability	Quantity
100mg	USD 550	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: None

IUPAC/Chemical Name: 4,4-Dimethyl-1-[4-(4-pyrimidin-2-ylpiperazin-1-yl)butyl]piperidine-2,6-dione

InChi Key: QOIGKGMMAGJZNZ-UHFFFAOYSA-N

InChi Code: InChI=1S/C19H29N5O2/c1-19(2)14-16(25)24(17(26)15-19)9-4-3-8-22-10-12-23(13-11-22)18-20-6-5-7-21-18/h5-7H,3-4,8-15H2,1-2H3

SMILES Code: O=C(CC(C)(C)C1)N(CCCCN2CCN(C3=NC=CC=N3)CC2)C1=O

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

Product Data:

Product Data

Instruction:

View handling instruction

Biological target:	A selective 5-HT(1A) agonist.
In vitro activity:	TBD
In vivo activity:	GEP (gepirone) increased the escape latency of W animals exposed or non-exposed to IS, but did not affect the response of PCM animals, while chlordiazepoxide reduced the escape deficit of both W and PCM rats. The data suggest that PCM animals were more sensitive to the impairment produced by LH and that PCM led to neurochemical changes in the serotonergic system, resulting in hyporeactivity to the anxiogenic effects of GEP in the LH paradigm. Reference: Braz J Med Biol Res. 2008 Jan;41(1):54-9. https://pubmed.ncbi.nlm.nih.gov/17952336/

Preparing Stock Solutions

The following data is based on the product molecular weight 359.474000000000000000000000000000 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. Camargo LM, Nascimento AB, Almeida SS. Differential response to gepirone but not to chlordiazepoxide in malnourished rats subjected to learned helplessness. Braz J Med Biol Res. 2008 Jan;41(1):54-9. doi: 10.1590/s0100-879x2006005000187. Epub 2007 Dec 17. PMID: 17952336. 2. Pruus K, Skrebuhhova-Malmros T, Rudissaar R, Matto V, Allikmets L. 5-HT1A receptor agonists buspirone and gepirone attenuate apomorphine-induced aggressive behaviour in adult male Wistar rats. J Physiol Pharmacol. 2000 Dec;51(4 Pt 2):833-46. PMID: 11220492.
In vitro protocol:	TBD
In vivo protocol:	1. Camargo LM, Nascimento AB, Almeida SS. Differential response to gepirone but not to chlordiazepoxide in malnourished rats subjected to learned helplessness. Braz J Med Biol Res. 2008 Jan;41(1):54-9. doi: 10.1590/s0100-879x2006005000187. Epub 2007 Dec 17. PMID: 17952336. 2. Pruus K, Skrebuhhova-Malmros T, Rudissaar R, Matto V, Allikmets L. 5-HT1A receptor agonists buspirone and gepirone attenuate apomorphine-induced aggressive behaviour in adult male Wistar rats. J Physiol Pharmacol. 2000 Dec;51(4 Pt 2):833-46. PMID: 11220492.

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1: Bayes M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2005 May;27(4):265-84. PubMed PMID: 16082427. 2: Bayés M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2005 Apr;27(3):193-219. PubMed PMID: 15834452. 3: Almási J, Rihmer Z. [Review of antidepressants from the TCAs to the third generation drugs]. Neuropsychopharmacol Hung. 2004 Dec;6(4):185-94. Review. Hungarian. PubMed PMID: 15825674. 4: Bayés M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2004 Nov;26(9):723-53. PubMed PMID: 15632957. 5: Bayés M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2004 Mar;26(2):129-61. PubMed PMID: 15071612. 6: Caccia S. Metabolism of the newest antidepressants: comparisons with related predecessors. IDrugs. 2004 Feb;7(2):143-50. Review. PubMed PMID: 15057659. 7: Bayés M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2004 Jan-Feb;26(1):53-84. Review. PubMed PMID: 14988742. 8: Bayés M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2002 Dec;24(10):703-29. PubMed PMID: 12616965. 9: Gu CH, Grant DJ. Estimating the relative stability of polymorphs and hydrates from heats of solution and solubility data. J Pharm Sci. 2001 Sep;90(9):1277-87. PubMed PMID: 11745780. 10: Canto-de-Souza A, Nunes de Souza RL, Pelá IR, Graeff FG. Involvement of the midbrain periaqueductal gray 5-HT1A receptors in social conflict induced analgesia in mice. Eur J Pharmacol. 1998 Mar 26;345(3):253-6. PubMed PMID: 9592023. 11: Dursun SM, Handley SL. The effects of alpha 2-adrenoceptor antagonists on the inhibition of 1-(2,5-dimethoxy-4-iodophenyl)-2-aminopropane (DOI)-induced head shakes by 5-HT1A receptor agonists in the mouse. Br J Pharmacol. 1993 Aug;109(4):1046-52. PubMed PMID: 8104640; PubMed Central PMCID: PMC2175745. 12: Amsterdam JD. Gepirone, a selective serotonin (5HT1A) partial agonist in the treatment of major depression. Prog Neuropsychopharmacol Biol Psychiatry. 1992 May;16(3):271-80. PubMed PMID: 1350353. 13: Yevich JP, Eison MS, Eison AS, Taylor DP, Yocca FD, VanderMaelen CP, Riblet LA, Robinson DS, Roberts DL, Temple DL. Gepirone hydrochloride: preclinical pharmacology and recent clinical findings. Prog Clin Biol Res. 1990;361:443-51. Review. PubMed PMID: 1981261. 14: Behme RJ, Brooke D, Farney RF, Kensler TT. Characterization of polymorphism of gepirone hydrochloride. J Pharm Sci. 1985 Oct;74(10):1041-6. PubMed PMID: 4078700.

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