Naluzotan (free base)

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

MedKoo CAT#: 319836

CAS#: 740873-06-7

Description: Naluzotan, also known as PRX-00023, is a selective and potent 5-HT1A receptor partial agonist, for the treatment of generalized anxiety disorder and major depressive disorder. Naluzotan demonstrated significant antidepressant and anxiolytic effects as per the HAM-D and MADRS and the HAM-A, respectively, in some trials, but in others it did not. In the end it was not found to be significantly superior enough to placebo and development was stopped.


Price and Availability

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Naluzotan is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 319836
Name: Naluzotan (free base)
CAS#: 740873-06-7
Chemical Formula: C23H38N4O3S
Exact Mass:
Molecular Weight: 450.642
Elemental Analysis: C, 61.30; H, 8.50; N, 12.43; O, 10.65; S, 7.11


Related CAS #: 740873-07-8(Naluzotan 2HCl)  

Synonym: PRX-00023; PRX 00023; PRX00023; Naluzotan

IUPAC/Chemical Name: N-(3-(4-(4-((cyclohexylmethyl)sulfonamido)butyl)piperazin-1-yl)phenyl)acetamide

InChi Key: SPWZXWDPAWDKQE-UHFFFAOYSA-N

InChi Code: InChI=1S/C23H38N4O3S/c1-20(28)25-22-10-7-11-23(18-22)27-16-14-26(15-17-27)13-6-5-12-24-31(29,30)19-21-8-3-2-4-9-21/h7,10-11,18,21,24H,2-6,8-9,12-17,19H2,1H3,(H,25,28)

SMILES Code: CC(NC1=CC=CC(N2CCN(CCCCNS(=O)(CC3CCCCC3)=O)CC2)=C1)=O


Technical Data

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, not in water

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).

Harmonized System Code:
293490


References

1: Brunelli SA, Aviles JA, Gannon KS, Branscomb A, Shacham S. PRX-00023, a
selective serotonin 1A receptor agonist, reduces ultrasonic vocalizations in
infant rats bred for high infantile anxiety. Pharmacol Biochem Behav. 2009
Nov;94(1):8-15. doi: 10.1016/j.pbb.2009.06.014. Epub 2009 Jul 2. PubMed PMID:
19576924.

2: Mathew SJ, Garakani A, Reinhard JF Jr, Oshana S, Donahue S. Short-term
tolerability of a nonazapirone selective serotonin 1A agonist in adults with
generalized anxiety disorder: a 28-day, open-label study. Clin Ther. 2008
Sep;30(9):1658-66. doi: 10.1016/j.clinthera.2008.09.006. PubMed PMID: 18840371.

3: Rickels K, Mathew S, Banov MD, Zimbroff DL, Oshana S, Parsons EC Jr, Donahue
SR, Kauffman M, Iyer GR, Reinhard JF Jr. Effects of PRX-00023, a novel, selective
serotonin 1A receptor agonist on measures of anxiety and depression in
generalized anxiety disorder: results of a double-blind, placebo-controlled
trial. J Clin Psychopharmacol. 2008 Apr;28(2):235-9. doi:
10.1097/JCP.0b013e31816774de. PubMed PMID: 18344738.

4: Iyer GR, Reinhard JF Jr, Oshana S, Kauffman M, Donahue S. Tolerability,
pharmacokinetics, and neuroendocrine effects of PRX-00023, a novel 5-HT1A
agonist, in healthy subjects. J Clin Pharmacol. 2007 Jul;47(7):817-24. Epub 2007
May 10. PubMed PMID: 17495280.

5: de Paulis T. Drug evaluation: PRX-00023, a selective 5-HT1A receptor agonist
for depression. Curr Opin Investig Drugs. 2007 Jan;8(1):78-86. Review. PubMed
PMID: 17263189.

6: Becker OM, Dhanoa DS, Marantz Y, Chen D, Shacham S, Cheruku S, Heifetz A,
Mohanty P, Fichman M, Sharadendu A, Nudelman R, Kauffman M, Noiman S. An
integrated in silico 3D model-driven discovery of a novel, potent, and selective
amidosulfonamide 5-HT1A agonist (PRX-00023) for the treatment of anxiety and
depression. J Med Chem. 2006 Jun 1;49(11):3116-35. PubMed PMID: 16722631.