Afloqualone | CAS# 56287-74-2 | muscle relaxant

MedKoo Cat#: 329839 | Name: Afloqualone

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Description:

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

Afloqualone, also known as HQ-495, is a centrally acting muscle relaxant. Afloqualone inhibits vestibular nystagmus probably due to both inhibition of selective polysynaptic transmission and enhancement of the effects of GABA and glycine in the lateral vestibular nucleus (LVN), and its GABA-enhancing effect is thought to be attributable to the increased sensitivity of GABA receptors of the LVN neuron site.

Chemical Structure

Afloqualone

CAS# 56287-74-2

Theoretical Analysis

MedKoo Cat#: 329839

Name: Afloqualone

CAS#: 56287-74-2

Chemical Formula: C16H14FN3O

Exact Mass: 283.1121

Molecular Weight: 283.31

Elemental Analysis: C, 67.83; H, 4.98; F, 6.71; N, 14.83; O, 5.65

Price and Availability

Size	Price	Availability
100mg	USD 350.00	2 Weeks
250mg	USD 650.00	2 Weeks
500mg	USD 950.00	2 Weeks

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Related CAS #

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Synonym

HQ-495; HQ495; HQ 495. Afloqualone

IUPAC/Chemical Name

6-amino-2-(fluoromethyl)-3-(2-methylphenyl)-4(3H)-quinazolinone

InChi Key

VDOSWXIDETXFET-UHFFFAOYSA-N

InChi Code

InChI=1S/C16H14FN3O/c1-10-4-2-3-5-14(10)20-15(9-17)19-13-7-6-11(18)8-12(13)16(20)21/h2-8H,9,18H2,1H3

SMILES Code

O=C1N(C2=CC=CC=C2C)C(CF)=NC3=C1C=C(N)C=C3

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 283.31 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

1: Ochiai T, Ishida R. Pharmacological studies on 6-amino-2-fluoromethyl-3-(O-tolyl)-4(3H)-quinazolinone (afloqualone), a new centrally acting muscle relaxant. (II) Effects on the spinal reflex potential and the rigidity. Jpn J Pharmacol. 1982 Jun;32(3):427-38. PubMed PMID: 7109348. 2: Girre C, Bertaux L, Dussaucy E, Palombo S, Crouzette J, Fournier PE. Comparative effects on psychomotor performance of the muscle relaxant afloqualone, alone and with ethanol. Fundam Clin Pharmacol. 1991;5(9):797-806. PubMed PMID: 1794835. 3: Ochiai T, Yamamura M, Kudo Y, Ishida R. [General pharmacology of 6-amino-2-fluoromethyl-3-(o-tolyl)-4(3H)-quinazolinone (afloqualone), a new centrally acting muscle relaxant. I. Effects on the central nervous system (author's transl)]. Nihon Yakurigaku Zasshi. 1981 Oct;78(4):347-57. Japanese. PubMed PMID: 7327455. 4: Ochiai T, Fukuchi I, Ego H, Yamamura M, Kudo Y, Ishida R. [General pharmacology of 6-amino-2-fluoromethyl-3-(o-tolyl)-4(3H)-quinazolinone (afloqualone), a new centrally acting muscle relaxant. II. Effects on the peripheral system (author's transl)]. Nihon Yakurigaku Zasshi. 1981 Oct;78(4):359-80. Japanese. PubMed PMID: 7327456. 5: Davies J. Effects of tizanidine, eperisone and afloqualone on feline dorsal horn neuronal responses to peripheral cutaneous noxious and innocuous stimuli. Neuropharmacology. 1989 Dec;28(12):1357-62. PubMed PMID: 2615916. 6: Coward DM, White TG. Comparison of the myotonolytic activity of tizanidine, eperisone and afloqualone in mouse and rabbit. J Int Med Res. 1989 Jul-Aug;17(4):358-62. PubMed PMID: 2792555. 7: Hur GY, Hwang EK, Moon JY, Ye YM, Shim JJ, Park HS, Kang KH. Oral muscle relaxant may induce immediate allergic reactions. Yonsei Med J. 2012 Jul 1;53(4):863-5. doi: 10.3349/ymj.2012.53.4.863. PubMed PMID: 22665359; PubMed Central PMCID: PMC3381482. 8: Tokura Y, Ogai M, Yagi H, Takigawa M. Afloqualone photosensitivity: immunogenicity of afloqualone-photomodified epidermal cells. Photochem Photobiol. 1994 Sep;60(3):262-7. PubMed PMID: 7972379. 9: Ishikawa T, Kamide R, Niimura M. Photoleukomelanodermatitis (Kobori) induced by afloqualone. J Dermatol. 1994 Jun;21(6):430-3. PubMed PMID: 8064007. 10: Kaji H, Kume T. Characterization of afloqualone N-glucuronidation: species differences and identification of human UDP-glucuronosyltransferase isoform(s). Drug Metab Dispos. 2005 Jan;33(1):60-7. Epub 2004 Oct 8. PubMed PMID: 15475412. 11: Yun HY, Lee SP, Jeong HH, Yoon YR, Sohn SJ, Kim SK, Kang W, Kwon KI. Determination of afloqualone in human plasma using liquid chromatography/tandem mass spectrometry: Application to pharmacokinetic studies in humans. Talanta. 2007 Oct 15;73(4):635-43. doi: 10.1016/j.talanta.2007.04.039. Epub 2007 May 1. PubMed PMID: 19073082. 12: Takeuchi A, Kuroki Y, Iitsuka F, Iita K, Watanabe A, Hatano Y, Endo Y, Mizutani T, Yoshioka T. [Survey of the current conditions in acute poisoning due to antispasmodic agents--special reference to eperisone hydrochloride and afloqualone]. Chudoku Kenkyu. 2011 Sep;24(3):259-64. Japanese. PubMed PMID: 22232844. 13: Kudo Y, Ishida R. Effects of afloqualone on vestibular nystagmus and the lateral vestibular nucleus. Jpn J Pharmacol. 1989 Aug;50(4):515-9. PubMed PMID: 2570880. 14: Kojima M, Kudo Y, Ishida R. [Effects of afloqualone, a centrally acting muscle relaxant, on the sleep-wakefulness cycle in cats with chronically implanted electrodes (author's transl)]. Nihon Yakurigaku Zasshi. 1981 Nov;78(5):471-82. Japanese. PubMed PMID: 7327461. 15: Fujita H, Matsuo I. UV-A induced DNA nicking activities of skin photosensitive drugs: phenothiazines, benzothiadiazines and afloqualone. Chem Biol Interact. 1988;66(1-2):27-36. PubMed PMID: 3383286. 16: Shohara E, Matsushita K, Hosoi E, Tatsumi Y, Sugimura M. Extension of the jaw opening reflex and effects of a central muscle relaxant (afloqualone) in the rat. Dtsch Zahnarztl Z. 1990 Jan;45(1):32-4. PubMed PMID: 2257798. 17: Yamamura M, Ochiai T, Ishida R. [Effects of afloqualone, a new centrally acting muscle relaxant, on DRL response and CER in rats (author's transl)]. Nihon Yakurigaku Zasshi. 1981 Oct;78(4):381-92. Japanese. PubMed PMID: 6120127. 18: Furuuchi S, Otsuka M, Miura Y, Harigaya S. Identification and measurement of urinary metabolites of afloqualone in man. Drug Metab Dispos. 1983 Jul-Aug;11(4):371-6. PubMed PMID: 6137346. 19: Hayakawa K, Matsuo I. Afloqualone phototoxicity--photosensitized lipid peroxidative potency and its biological significance. Tokai J Exp Clin Med. 1989 Mar;14(1):15-24. PubMed PMID: 2636465. 20: Demitsu T, Tomita Y. Fixed drug eruption due to afloqualone: the first reported case. J Dermatol. 1998 Feb;25(2):136. PubMed PMID: 9563286.