(S)-Baclofen hydrochloride | CAS#63701-56-4 | enantiomer of baclofen | GABA-B receptor mimetic

MedKoo Cat#: 126415 | Name: (S)-Baclofen hydrochloride

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Description:

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

(S)-baclofen (or L-baclofen) is an enantiomer of baclofen, a direct GABA-B receptor mimetic. L-baclofen represents a significant improvement over racemic baclofen in the treatment of trigeminal neuralgia.

Chemical Structure

(S)-Baclofen hydrochloride

CAS#63701-56-4 (S-isomer HCl)

Theoretical Analysis

MedKoo Cat#: 126415

Name: (S)-Baclofen hydrochloride

CAS#: 63701-56-4 (S-isomer HCl)

Chemical Formula: C10H13Cl2NO2

Exact Mass: 249.0323

Molecular Weight: 250.12

Elemental Analysis: C, 48.02; H, 5.24; Cl, 28.35; N, 5.60; O, 12.79

Price and Availability

Size	Price	Availability	Quantity
100mg	USD 1,050.00	2 Weeks

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Related CAS #

1134-47-0 63701-56-4 (S-isomer HCl) 66514-99-6 (S-isomer free base)

Synonym

(S)-Baclofen hydrochloride; 63701-56-4; S(-)-Baclofen hydrochloride; S(-)-Baclofen HCl

IUPAC/Chemical Name

(S)-4-amino-3-(4-chlorophenyl)butanoic acid hydrochloride

InChi Key

WMNUVYYLMCMHLU-DDWIOCJRSA-N

InChi Code

InChI=1S/C10H12ClNO2.ClH/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14;/h1-4,8H,5-6,12H2,(H,13,14);1H/t8-;/m1./s1

SMILES Code

Cl.NC[C@@H](CC(O)=O)C1=CC=C(Cl)C=C1

Appearance

To be determined

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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

1: Zheng Y, McPherson K, Smith PF. Effects of early and late treatment with L-baclofen on the development and maintenance of tinnitus caused by acoustic trauma in rats. Neuroscience. 2014 Jan 31;258:410-21. doi: 10.1016/j.neuroscience.2013.11.032. Epub 2013 Nov 26. PubMed PMID: 24291770. 2: Zheng Y, Vagal S, McNamara E, Darlington CL, Smith PF. A dose-response analysis of the effects of L-baclofen on chronic tinnitus caused by acoustic trauma in rats. Neuropharmacology. 2012 Feb;62(2):940-6. doi: 10.1016/j.neuropharm.2011.09.027. Epub 2011 Oct 12. PubMed PMID: 22005094. 3: Fromm GH, Terrence CF. Comparison of L-baclofen and racemic baclofen in trigeminal neuralgia. Neurology. 1987 Nov;37(11):1725-8. PubMed PMID: 3313099. 4: Olpe HR, Demiéville H, Baltzer V, Bencze WL, Koella WP, Wolf P, Haas HL. The biological activity of d- and l-baclofen (Lioresal). Eur J Pharmacol. 1978 Nov 1;52(1):133-6. PubMed PMID: 214308. 5: Fromm GH, Shibuya T, Nakata M, Terrence CF. Effects of D-baclofen and L-baclofen on the trigeminal nucleus. Neuropharmacology. 1990 Mar;29(3):249-54. PubMed PMID: 2325831. 6: Hong Y, Henry JL. Cardiovascular responses to intrathecal administration of L- and D-baclofen in the rat. Eur J Pharmacol. 1991 Jan 3;192(1):55-62. PubMed PMID: 1645677. 7: Martinelli GP, Holstein GR, Pasik P, Cohen B. Monoclonal antibodies for ultrastructural visualization of L-baclofen-sensitive GABAB receptor sites. Neuroscience. 1992;46(1):23-33. PubMed PMID: 1317514. 8: Howe JR, Zieglgänsberger W. D-baclofen does not antagonize the actions of L-baclofen on rat neocortical neurons in vitro. Neurosci Lett. 1986 Dec 3;72(1):99-104. PubMed PMID: 3027624. 9: Hong YG, Henry JL. Effects of phaclofen and the enantiomers of baclofen on cardiovascular responses to intrathecal administration of L- and D-baclofen in the rat. Eur J Pharmacol. 1991 Apr 24;196(3):267-75. PubMed PMID: 1654254. 10: Sawynok J, Dickson C. D-Baclofen: is it an antagonist at baclofen receptors? Prog Neuropsychopharmacol Biol Psychiatry. 1984;8(4-6):729-31. PubMed PMID: 6099593. 11: Szczepaniak WS, Møller AR. Effects of L-baclofen and D-baclofen on the auditory system: a study of click-evoked potentials from the inferior colliculus in the rat. Ann Otol Rhinol Laryngol. 1995 May;104(5):399-404. PubMed PMID: 7747912. 12: Post RM, Ketter TA, Joffe RT, Kramlinger KL. Lack of beneficial effects of l-baclofen in affective disorder. Int Clin Psychopharmacol. 1991 Winter;6(4):197-207. PubMed PMID: 1816278. 13: Haas HL, Greene RW, Olpe HR. Stereoselectivity of L-baclofen in hippocampal slices of the rat. Neurosci Lett. 1985 Mar 22;55(1):1-4. PubMed PMID: 2581185. 14: Albright AL, Barry MJ, Hoffmann P. Intrathecal L-baclofen for cerebral spasticity: case report. Neurology. 1995 Nov;45(11):2110-1. PubMed PMID: 7501170. 15: Holstein GR, Martinelli GP, Cohen B. L-baclofen-sensitive GABAB binding sites in the medial vestibular nucleus localized by immunocytochemistry. Brain Res. 1992 May 22;581(1):175-80. PubMed PMID: 1323367. 16: Hammond DL, Washington JD. Antagonism of L-baclofen-induced antinociception by CGP 35348 in the spinal cord of the rat. Eur J Pharmacol. 1993 Apr 6;234(2-3):255-62. PubMed PMID: 8387011. 17: Sawynok J, Dickson C. D-Baclofen is an antagonist at baclofen receptors mediating antinociception in the spinal cord. Pharmacology. 1985;31(5):248-59. PubMed PMID: 2999839. 18: Terrence CF, Sax M, Fromm GH, Chang CH, Yoo CS. Effect of baclofen enantiomorphs on the spinal trigeminal nucleus and steric similarities of carbamazepine. Pharmacology. 1983;27(2):85-94. PubMed PMID: 6611651. 19: Leardi MG, Ferracuti S, Innocenti P, Cruccu G. [Modulation using racemic and levo-rotary baclofen of the trigeminal reflex in man]. Boll Soc Ital Biol Sper. 1990 Mar;66(3):271-7. Italian. PubMed PMID: 2165790. 20: Pinnock RD. Hyperpolarizing action of baclofen on neurons in the rat substantia nigra slice. Brain Res. 1984 Nov 26;322(2):337-40. PubMed PMID: 6509322.

Instruction

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Preparing Stock Solutions

The following data is based on the product molecular weight 250.12 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.