MedKoo Cat#: 532117 | Name: LP-44 hydrochloride
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Description:

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

LP-44 hydrochloride is a high affinity 5-HT7 receptor agonist (Ki = 0.22 nM) that displays selectivity over 5-HT1A and 5-HT2A receptors (200- and > 1000-fold respectively). LP-44 dnduces relaxation of substance P-stimulated guinea pig ileum (EC50 = 2.56 μM).

Chemical Structure

LP-44 hydrochloride
LP-44 hydrochloride
CAS#824958-12-5 (HCl)

Theoretical Analysis

MedKoo Cat#: 532117

Name: LP-44 hydrochloride

CAS#: 824958-12-5 (HCl)

Chemical Formula: C27H38ClN3OS

Exact Mass: 0.0000

Molecular Weight: 488.13

Elemental Analysis: C, 66.44; H, 7.85; Cl, 7.26; N, 8.61; O, 3.28; S, 6.57

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 weeks
25mg USD 700.00 2 weeks
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Related CAS #
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Synonym
LP-44 hydrochloride; LP 44 hydrochloride; LP44 hydrochloride; LP-44 HCl; compound 5 [PMID 17649988].
IUPAC/Chemical Name
6-(4-(2-(methylthio)phenyl)piperazin-1-yl)-N-(1,2,3,4-tetrahydronaphthalen-1-yl)hexanamide hydrochloride
InChi Key
DWGKCWWWKHCVDH-UHFFFAOYSA-N
InChi Code
InChI=1S/C27H37N3OS.ClH/c1-32-26-15-7-6-14-25(26)30-20-18-29(19-21-30)17-8-2-3-16-27(31)28-24-13-9-11-22-10-4-5-12-23(22)24;/h4-7,10,12,14-15,24H,2-3,8-9,11,13,16-21H2,1H3,(H,28,31);1H
SMILES Code
O=C(NC1CCCC2=C1C=CC=C2)CCCCCN3CCN(C4=CC=CC=C4SC)CC3.[H]Cl
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
Product Data
Biological target:
LP44 (hydrochloride) is a selective 5-HT7 agonist with Ki of 0.22 nM.
In vitro activity:
Among the compounds presented here, it emerged that LP44 was identified as a potent 5-HT7 receptor agonist (Ki = 0.22 nM, EC50 = 2.56 microM), endowed with selectivity over 5-HT(1A) and 5-HT(2A) receptors (200-fold and >1000-fold, respectively). Reference: J Med Chem. 2004 Dec 16;47(26):6616-24. https://pubmed.ncbi.nlm.nih.gov/15588097/
In vivo activity:
Intracerebroventricular administration of selective agonist of serotonin 5-HT(7) receptor LP44 (4-[2-(methylthio)phenyl]-N-(1,2,3,4-tetrahydro-1-naphthalenyl)-1-pyperasinehexanamide hydrochloride; 10.3, 20.5 or 41.0 nmol) produced considerable hypothermic response in CBA/Lac mice. LP44-induced (20.5 nmol) hypothermia was significantly attenuated by the selective 5-HT(7) receptor antagonist SB 269970 (16.1 fmol, i.c.v.) pretreatment. Reference: Neuropharmacology. 2011 Dec;61(8):1360-5. https://pubmed.ncbi.nlm.nih.gov/21884711/
Solvent mg/mL mM
Solubility
DMF 10.0 20.49
DMSO 10.0 20.49
DMSO:PBS (pH 7.2) (1:2) 0.3 0.51
Ethanol 10.0 20.49
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 488.13 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:
1. Leopoldo M, Berardi F, Colabufo NA, Contino M, Lacivita E, Niso M, Perrone R, Tortorella V. Structure-affinity relationship study on N-(1,2,3,4-tetrahydronaphthalen-1-yl)-4-aryl-1-piperazinealkylamides, a new class of 5-hydroxytryptamine7 receptor agents. J Med Chem. 2004 Dec 16;47(26):6616-24. doi: 10.1021/jm049702f. PMID: 15588097. 2. Suzuki T, Shimizu T, Kwon J, Takaoka E, Yoshikawa S, Sumino Y, Kitta T, Miyazato M, Miyake H, Yoshimura N. Role of the serotonergic system in urethral continence reflexes during sneezing in rats. Am J Physiol Renal Physiol. 2018 Jul 1;315(1):F79-F85. doi: 10.1152/ajprenal.00614.2017. Epub 2018 Feb 14. PMID: 29442547; PMCID: PMC6087783. 3. Naumenko VS, Kondaurova EM, Popova NK. On the role of brain 5-HT7 receptor in the mechanism of hypothermia: comparison with hypothermia mediated via 5-HT1A and 5-HT3 receptor. Neuropharmacology. 2011 Dec;61(8):1360-5. doi: 10.1016/j.neuropharm.2011.08.022. Epub 2011 Aug 23. PMID: 21884711.
In vitro protocol:
1. Leopoldo M, Berardi F, Colabufo NA, Contino M, Lacivita E, Niso M, Perrone R, Tortorella V. Structure-affinity relationship study on N-(1,2,3,4-tetrahydronaphthalen-1-yl)-4-aryl-1-piperazinealkylamides, a new class of 5-hydroxytryptamine7 receptor agents. J Med Chem. 2004 Dec 16;47(26):6616-24. doi: 10.1021/jm049702f. PMID: 15588097.
In vivo protocol:
1. Suzuki T, Shimizu T, Kwon J, Takaoka E, Yoshikawa S, Sumino Y, Kitta T, Miyazato M, Miyake H, Yoshimura N. Role of the serotonergic system in urethral continence reflexes during sneezing in rats. Am J Physiol Renal Physiol. 2018 Jul 1;315(1):F79-F85. doi: 10.1152/ajprenal.00614.2017. Epub 2018 Feb 14. PMID: 29442547; PMCID: PMC6087783. 2. Naumenko VS, Kondaurova EM, Popova NK. On the role of brain 5-HT7 receptor in the mechanism of hypothermia: comparison with hypothermia mediated via 5-HT1A and 5-HT3 receptor. Neuropharmacology. 2011 Dec;61(8):1360-5. doi: 10.1016/j.neuropharm.2011.08.022. Epub 2011 Aug 23. PMID: 21884711.
1: Demirkaya K, Akgün ÖM, Şenel B, Öncel Torun Z, Seyrek M, Lacivita E, Leopoldo M, Doğrul A. Selective 5-HT7 receptor agonists LP 44 and LP 211 elicit an analgesic effect on formalin-induced orofacial pain in mice. J Appl Oral Sci. 2016 May-Jun;24(3):218-22. doi: 10.1590/1678-775720150563. PubMed PMID: 27383702; PubMed Central PMCID: PMC5022221. 2: Monti JM, Leopoldo M, Jantos H. The serotonin 5-HT7 receptor agonist LP-44 microinjected into the dorsal raphe nucleus suppresses REM sleep in the rat. Behav Brain Res. 2008 Aug 22;191(2):184-9. doi: 10.1016/j.bbr.2008.03.025. PubMed PMID: 18466985.