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MedKoo Cat#: 576510 | Name: Tracazolate HCl
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Description:

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

Tracazolate is an allosteric modulator of GABAA receptors. Tracazolate interacts with gamma-aminobutyric acid (GABA)(A) receptors, adenosine receptors, and phosphodiesterases.

Chemical Structure

Tracazolate HCl
Tracazolate HCl
CAS#1135210-68-2 (HCl)

Theoretical Analysis

MedKoo Cat#: 576510

Name: Tracazolate HCl

CAS#: 1135210-68-2 (HCl)

Chemical Formula: C16H25ClN4O2

Exact Mass: 0.0000

Molecular Weight: 340.85

Elemental Analysis: C, 56.38; H, 7.39; Cl, 10.40; N, 16.44; O, 9.39

Price and Availability

Size Price Availability Quantity
50mg USD 750.00 2 Weeks
100mg USD 1,350.00 2 Weeks
200mg USD 1,950.00 2 Weeks
500mg USD 2,950.00 2 Weeks
1g USD 4,250.00 2 Weeks
2g USD 7,950.00 2 Weeks
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Related CAS #
41094-88-6 (free base) 1135210-68-2 (HCl)
Synonym
ICI 136753; ICI136753; ICI-136753; Tracazolate; Tracazolate HCl;
IUPAC/Chemical Name
1H-Pyrazolo(3,4-b)pyridine-5-carboxylic acid, 4-(butylamino)-1-ethyl-6-methyl-, ethyl ester, hydrochloride
InChi Key
TUIXDPUEMQXVHO-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H24N4O2.ClH/c1-5-8-9-17-14-12-10-18-20(6-2)15(12)19-11(4)13(14)16(21)22-7-3;/h10H,5-9H2,1-4H3,(H,17,19);1H
SMILES Code
O=C(C1=C(C)N=C(N(CC)N=C2)C2=C1NCCCC)OCC.[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
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

Preparing Stock Solutions

The following data is based on the product molecular weight 340.85 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.

Recalculate based on batch purity %
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: Horwitz AB, Rubin RT. Barbiturates and pyrazolopyridines for the treatment of postpartum depression-repurposing of two drug classes. Front Pharmacol. 2023 Feb 23;14:1139889. doi: 10.3389/fphar.2023.1139889. PMID: 36909181; PMCID: PMC9995982. 2: Shannonhouse JL, Grater DM, York D, Wellman PJ, Morgan C. Sex differences in motivational responses to dietary fat in Syrian hamsters. Physiol Behav. 2015 Aug 1;147:102-16. doi: 10.1016/j.physbeh.2015.04.029. Epub 2015 Apr 18. PMID: 25896879; PMCID: PMC4456274. 3: Lewis RW, Mabry J, Polisar JG, Eagen KP, Ganem B, Hess GP. Dihydropyrimidinone positive modulation of delta-subunit-containing gamma- aminobutyric acid type A receptors, including an epilepsy-linked mutant variant. Biochemistry. 2010 Jun 15;49(23):4841-51. doi: 10.1021/bi100119t. PMID: 20450160; PMCID: PMC5026497. 4: Gee KW, Tran MB, Hogenkamp DJ, Johnstone TB, Bagnera RE, Yoshimura RF, Huang JC, Belluzzi JD, Whittemore ER. Limiting activity at beta1-subunit-containing GABAA receptor subtypes reduces ataxia. J Pharmacol Exp Ther. 2010 Mar;332(3):1040-53. doi: 10.1124/jpet.109.161885. Epub 2009 Nov 25. PMID: 19940102; PMCID: PMC2835428. 5: Zheleznova NN, Sedelnikova A, Weiss DS. Function and modulation of delta- containing GABA(A) receptors. Psychoneuroendocrinology. 2009 Dec;34 Suppl 1:S67-73. doi: 10.1016/j.psyneuen.2009.08.010. PMID: 19766404; PMCID: PMC2794972. 6: Zheleznova N, Sedelnikova A, Weiss DS. alpha1beta2delta, a silent GABAA receptor: recruitment by tracazolate and neurosteroids. Br J Pharmacol. 2008 Mar;153(5):1062-71. doi: 10.1038/sj.bjp.0707665. Epub 2008 Jan 21. PMID: 18204487; PMCID: PMC2267270. 7: Yang P, Jones BL, Henderson LP. Role of the alpha subunit in the modulation of GABA(A) receptors by anabolic androgenic steroids. Neuropharmacology. 2005 Sep;49(3):300-16. doi: 10.1016/j.neuropharm.2005.03.017. Erratum in: Neuropharmacology. 2008 Oct;55(5):919. PMID: 15993433. 8: Thompson SA, Wingrove PB, Connelly L, Whiting PJ, Wafford KA. Tracazolate reveals a novel type of allosteric interaction with recombinant gamma- aminobutyric acid(A) receptors. Mol Pharmacol. 2002 Apr;61(4):861-9. doi: 10.1124/mol.61.4.861. PMID: 11901225. 9: VonVoigtlander PF, Lewis RA. A rapid screening method for the assessment of benzodiazepine receptor-related physical dependence in mice. Evaluation of benzodiazepine-related agonists and partial agonists. J Pharmacol Methods. 1991 Aug;26(1):1-5. doi: 10.1016/0160-5402(91)90049-b. PMID: 1681136. 10: Lecci A, Borsini F, Gragnani L, Volterra G, Meli A. Effect of psychotomimetics and some putative anxiolytics on stress-induced hyperthermia. J Neural Transm Gen Sect. 1991;83(1-2):67-76. doi: 10.1007/BF01244453. PMID: 1673345. 11: Yamamoto T, Kumasaka Y, Ueki S. Behavioral analysis of zopiclone on the basis of their discriminative stimulus properties in the rat. Jpn J Pharmacol. 1989 Nov;51(3):337-45. doi: 10.1254/jjp.51.337. PMID: 2576082. 12: Patel JB, Meiners BA, Salama AI, Malick JB, U'Prichard DC, Giles RE, Goldberg ME, Bare TM. Preclinical studies with pyrazolopyridine non- benzodiazepine anxiolytics: ICI 190,622. Pharmacol Biochem Behav. 1988 Apr;29(4):775-9. doi: 10.1016/0091-3057(88)90205-5. PMID: 2901116. 13: Daly JW, Hong O, Padgett WL, Shamim MT, Jacobson KA, Ukena D. Non-xanthine heterocycles: activity as antagonists of A1- and A2-adenosine receptors. Biochem Pharmacol. 1988 Feb 15;37(4):655-64. doi: 10.1016/0006-2952(88)90139-6. PMID: 2829919; PMCID: PMC3445624. 14: Young R, Urbancic A, Emrey TA, Hall PC, Metcalf G. Behavioral effects of several new anxiolytics and putative anxiolytics. Eur J Pharmacol. 1987 Nov 17;143(3):361-71. doi: 10.1016/0014-2999(87)90460-2. PMID: 2891554. 15: Pellow S, File SE. Lack of cross-tolerance in mice between the stimulatory and depressant actions of novel anxiolytics in the holeboard. Behav Brain Res. 1987 Feb;23(2):159-66. doi: 10.1016/0166-4328(87)90052-0. PMID: 2882763. 16: Young R, Glennon RA, Dewey WL. Effects of pyrazolopyridines and a triazolopyridazine on the pentobarbital discriminative stimulus. Psychopharmacology (Berl). 1987;93(4):494-7. doi: 10.1007/BF00207241. PMID: 2893416. 17: Yamamoto T, Ueki S. A new method for screening anxiolytic drugs in rats. Pharmacol Biochem Behav. 1987 Jan;26(1):111-7. doi: 10.1016/0091-3057(87)90542-9. PMID: 2882524. 18: Heald AF, Dizio DP, Kirkland KM, Loftus P, Malbica JO. Metabolism of tracazolate. Metabolites in dog and rat urine. Drug Metab Dispos. 1986 Nov- Dec;14(6):631-6. PMID: 2877818. 19: File SE. Aversive and appetitive properties of anxiogenic and anxiolytic agents. Behav Brain Res. 1986 Sep;21(3):189-94. doi: 10.1016/0166-4328(86)90236-6. PMID: 2876714. 20: Pellow S, File SE. Anxiolytic and anxiogenic drug effects on exploratory activity in an elevated plus-maze: a novel test of anxiety in the rat. Pharmacol Biochem Behav. 1986 Mar;24(3):525-9. doi: 10.1016/0091-3057(86)90552-6. PMID: 2871560.

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