Guvacine HCl | CAS#6027-91-4 | GABA reuptake inhibitor

MedKoo Cat#: 563605 | Name: Guvacine HCl

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Description:

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

Guvacine HCl is a specific GABA reuptake inhibitor with no significant affinity at GABA receptors.

Chemical Structure

Guvacine HCl

CAS#6027-91-4 (HCl)

Theoretical Analysis

MedKoo Cat#: 563605

Name: Guvacine HCl

CAS#: 6027-91-4 (HCl)

Chemical Formula: C6H10ClNO2

Exact Mass: 0.0000

Molecular Weight: 163.60

Elemental Analysis: C, 44.05; H, 6.16; Cl, 21.67; N, 8.56; O, 19.56

Price and Availability

Size	Price	Availability	Quantity
50mg	USD 450.00	2 Weeks
100mg	USD 750.00	2 Weeks

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Related CAS #

498-96-4 (free base) 6197-39-3 (Norarecoline HCl) 6027-91-4 (HCl)

Synonym

Guvacine hydrochloride; Guvacine HCl;

IUPAC/Chemical Name

1,2,3,6-Tetrahydropyridine-5-carboxylic acid hydrochloride

InChi Key

FGNUNVVTHHKDAM-UHFFFAOYSA-N

InChi Code

InChI=1S/C6H9NO2.ClH/c8-6(9)5-2-1-3-7-4-5;/h2,7H,1,3-4H2,(H,8,9);1H

SMILES Code

O=C(C1=CCCNC1)O.[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

>3 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

Product Data

Instruction

View handling instruction

Biological target:

Guvacine hydrochloride is an alkaloid from the nut of Areca catechu, acts as an inhibitor of GABA transporter, and dispalys modest selectivity for cloned GABA transporters with IC50s of 14 μM (human GAT-1), 39 μM (rat GAT-1), 58 μM (rat GAT-2), 119 μM (human GAT-3), 378 μM (rat GAT-3), and 1870 μM (human BGT-3).

In vitro activity:

The application of guvacine (20 μm), a GABA transporter blocker, induced a robust and reversible increase in the frequency of sIPSCs recorded in slices (Fig. 7A and C) without inducing a significant postsynaptic current (5 ± 1 pA). Reference: J Physiol. 2007 May 1;580(Pt.3):731-43. https://pubmed.ncbi.nlm.nih.gov/17303643/

In vivo activity:

Arecaidine and guvacine, constituents of the nut of Areca catechu, inhibited the uptake of GABA and beta-alanine, but not that of glycine, by slices of cat spinal cord. Reference: Brain Res. 1977 Nov 18;136(3):513-22. https://pubmed.ncbi.nlm.nih.gov/922499/

	Solvent	mg/mL	mM
Solubility
	DMF	0.3	1.53
	DMSO	12.3	75.39
	Ethanol	0.8	4.58
	Water	37.3	228.21

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 163.60 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. Xiao C, Zhou C, Li K, Ye JH. Presynaptic GABAA receptors facilitate GABAergic transmission to dopaminergic neurons in the ventral tegmental area of young rats. J Physiol. 2007 May 1;580(Pt.3):731-43. doi: 10.1113/jphysiol.2006.124099. Epub 2007 Feb 15. PMID: 17303643; PMCID: PMC2075446. 2. Lodge D, Johnston GA, Curtis DR, Brand SJ. Effects of the Areca nut constituents arecaidine and guvacine on the action of GABA in the cat central nervous system. Brain Res. 1977 Nov 18;136(3):513-22. doi: 10.1016/0006-8993(77)90075-0. PMID: 922499.

In vitro protocol:

In vivo protocol:

1. Lodge D, Johnston GA, Curtis DR, Brand SJ. Effects of the Areca nut constituents arecaidine and guvacine on the action of GABA in the cat central nervous system. Brain Res. 1977 Nov 18;136(3):513-22. doi: 10.1016/0006-8993(77)90075-0. PMID: 922499.

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