IUPAC/Chemical Name
4H-Pyran-4-one, 2-(aminomethyl)-5-hydroxy-
InChi Key
AULIQBZSRZXJJU-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H7NO3/c7-2-4-1-5(8)6(9)3-10-4/h1,3,9H,2,7H2
SMILES Code
O=C1C=C(CN)OC=C1O
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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
141.13
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.
| 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: Pelley KA, Vaught JL. An antinociceptive profile of kojic amine: an analogue of gamma-aminobutyric acid (GABA). Neuropharmacology. 1987 Apr;26(4):301-7. PubMed PMID: 3587535.
2: Martin GE, Bendesky RJ. Further evidence for a GABA-like action on kojic amine. Neurosci Lett. 1981 Nov 18;27(1):37-40. PubMed PMID: 7199127.
3: Atkinson JG, Girard Y, Rokach J, Rooney CS, McFarlane CS, Rackham A, Share NN. Kojic amine--a novel gamma-aminobutyric acid analogue. J Med Chem. 1979 Jan;22(1):99-106. PubMed PMID: 423190.
4: Ferkany JW, Andree TH, Clarke DE, Enna SJ. Neurochemical effects of kojic amine, a GABAmimetic and its interaction with benzylamine oxidase. Neuropharmacology. 1981 Dec;20(12A):1177-82. PubMed PMID: 7322292.
5: Yarbrough GG, Williams M, Haubrich DR. The neuropharmacology of a novel gamma-aminobutyric acid analog, kojic amine. Arch Int Pharmacodyn Ther. 1979 Oct;241(2):266-79. PubMed PMID: 118713.
6: Wood PL. Actions of GABAergic agents on dopamine metabolism in the nigrostriatal pathway of the rat. J Pharmacol Exp Ther. 1982 Sep;222(3):674-9. PubMed PMID: 6286931.
7: Downing SS, Lee YT, Farb DH, Gibbs TT. Benzodiazepine modulation of partial agonist efficacy and spontaneously active GABA(A) receptors supports an allosteric model of modulation. Br J Pharmacol. 2005 Aug;145(7):894-906. PubMed PMID: 15912137; PubMed Central PMCID: PMC1576208.
8: Beart PM, Scatton B, Lloyd KG. Subchronic administration of GABAergic agonists elevates [3H]GABA binding and produces tolerance in striatal dopamine catabolism. Brain Res. 1985 May 27;335(1):169-73. PubMed PMID: 4005541.
9: Bousquet P, Feldman J, Bloch R, Schwartz J. Pharmacological analysis of the central cardiovascular effects of four GABA analogues. Naunyn Schmiedebergs Arch Pharmacol. 1984 Apr;325(4):291-7. PubMed PMID: 6328336.
10: Kendall DA, Browner M, Enna SJ. Comparison of the antinociceptive effect of gamma-aminobutyric acid (GABA) agonists: evidence for a cholinergic involvement. J Pharmacol Exp Ther. 1982 Mar;220(3):482-7. PubMed PMID: 7062260.
11: Karbon EW, Duman RS, Enna SJ. GABAB receptors and norepinephrine-stimulated cAMP production in rat brain cortex. Brain Res. 1984 Jul 23;306(1-2):327-32. PubMed PMID: 6087977.
12: Hu LA, King SC. Functional significance of the "signature cysteine" in helix 8 of the Escherichia coli 4-aminobutyrate transporter from the amine-polyamine-choline superfamily. Restoration of Cys-300 to the Cys-less Gabp. J Biol Chem. 1998 Aug 7;273(32):20162-7. PubMed PMID: 9685361.
13: Padjen AL, Mitsoglou GM, Hassessian H. Further evidence in support of taurine as a mediator of synaptic transmission in the frog spinal cord. Brain Res. 1989 May 29;488(1-2):288-96. PubMed PMID: 2787189.
14: Kemp JA, Marshall GR, Woodruff GN. Quantitative evaluation of the potencies of GABA-receptor agonists and antagonists using the rat hippocampal slice preparation. Br J Pharmacol. 1986 Apr;87(4):677-84. PubMed PMID: 3011168; PubMed Central PMCID: PMC1916810.
15: Bartholini G. GABA receptor agonists: pharmacological spectrum and therapeutic actions. Med Res Rev. 1985 Jan-Mar;5(1):55-75. Review. PubMed PMID: 2984490.
16: Andree T, Kendall DA, Enna SJ. THIP analgesia: cross tolerance with morphine. Life Sci. 1983 May 9;32(19):2265-72. PubMed PMID: 6843295.
17: Padjen AL, Mitsoglou GM. Some characteristics of baclofen-evoked responses of primary afferents in frog spinal cord. Brain Res. 1990 May 21;516(2):201-7. PubMed PMID: 2364287.
18: Sweet CS, Wenger HC, Gross DM. Central antihypertensive properties of muscimol and related gamma-aminobutyric acid agonists and the interaction of muscimol with baroreceptor reflexes. Can J Physiol Pharmacol. 1979 Jun;57(6):600-5. PubMed PMID: 487268.
19: Tunnicliff G, Smith JA. Action of analogues on ?-aminobutyric acid recognition sites in rat brain. Neurochem Int. 1981;3(6):371-6. PubMed PMID: 20487836.
20: Gardner CR, Mallorga P, Klein J, Huot-Olivier S, Palfreyman MG. Chronic elevation of brain GABA by gamma-vinyl GABA treatment does not alter the sensitivity of GABAergic or dopaminergic receptors in rat CNS. Psychopharmacology (Berl). 1983;79(2-3):130-6. PubMed PMID: 6302725.
