Tacrine HCl
featured

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

Hodoodo CAT#: H591024

CAS#: 1684-40-8 (HCl)

Description: Tacrine hydrochloride is a cholinesterase inhibitor that crosses the blood-brain barrier. Tacrine has been used to counter the effects of muscle relaxants, as a respiratory stimulant, and in the treatment of Alzheimer's disease and other central nervous system disorders.


Chemical Structure

img
Tacrine HCl
CAS# 1684-40-8 (HCl)

Theoretical Analysis

Hodoodo Cat#: H591024
Name: Tacrine HCl
CAS#: 1684-40-8 (HCl)
Chemical Formula: C13H15ClN2
Exact Mass: 234.09
Molecular Weight: 234.730
Elemental Analysis: C, 66.52; H, 6.44; Cl, 15.10; N, 11.93

Price and Availability

Size Price Availability Quantity
1g USD 250 2 Weeks
5g USD 550 2 Weeks
10g USD 950 2 Weeks
Bulk inquiry

Related CAS #: 321-64-2 (free base)   1684-40-8 (HCl)    

Synonym: Hydroaminacrine; NSC72108; NSC-72108; NSC72108

IUPAC/Chemical Name: 9-Acridinamine, 1,2,3,4-tetrahydro-, monohydrochloride

InChi Key: ZUFVXZVXEJHHBN-UHFFFAOYSA-N

InChi Code: InChI=1S/C13H14N2.ClH/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13;/h1,3,5,7H,2,4,6,8H2,(H2,14,15);1H

SMILES Code: NC1=C(CCCC2)C2=NC3=CC=CC=C31.[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: >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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 234.73 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Liu W, Wang H, Li X, Xu Y, Zhang J, Wang W, Gong Q, Qiu X, Zhu J, Mao F, Zhang H, Li J. Design, synthesis and evaluation of vilazodone-tacrine hybrids as multitarget-directed ligands against depression with cognitive impairment. Bioorg Med Chem. 2018 Apr 18. pii: S0968-0896(18)30236-0. doi: 10.1016/j.bmc.2018.04.037. [Epub ahead of print] PubMed PMID: 29729987.

2: Kimura K, Matsumoto K, Ohtake H, Oka JI, Fujiwara H. Endogenous acetylcholine regulates neuronal and astrocytic vascular endothelial growth factor expression levels via different acetylcholine receptor mechanisms. Neurochem Int. 2018 Apr 26;118:42-51. doi: 10.1016/j.neuint.2018.04.012. [Epub ahead of print] PubMed PMID: 29705288.

3: Costa Nunes F, Silva LB, Winter E, Silva AH, de Melo LJ, Rode M, Martins MAP, Zanatta N, Feitosa SC, Bonacorso HG, Creczynski-Pasa TB. Tacrine derivatives stimulate human glioma SF295 cell death and alter important proteins related to disease development: An old drug for new targets. Biochim Biophys Acta. 2018 Jul;1862(7):1527-1536. doi: 10.1016/j.bbagen.2018.04.019. Epub 2018 Apr 25. PubMed PMID: 29704527.

4: Przybylowska M, Kowalski S, Dzierzbicka K, Inkielewicz-Stepniak I. Therapeutic potential of multifunctional tacrine analogues. Curr Neuropharmacol. 2018 Apr 11. doi: 10.2174/1570159X16666180412091908. [Epub ahead of print] PubMed PMID: 29651948.

5: Fabini E, Tramarin A, Bartolini M. Combination of human acetylcholinesterase and serum albumin sensing surfaces as highly informative analytical tool for inhibitor screening. J Pharm Biomed Anal. 2018 Jun 5;155:177-184. doi: 10.1016/j.jpba.2018.03.060. Epub 2018 Mar 31. PubMed PMID: 29635172.

6: Sabolová D, Kristian P, Kožurková M. Multifunctional properties of novel tacrine congeners: cholinesterase inhibition and cytotoxic activity. J Appl Toxicol. 2018 Apr 6. doi: 10.1002/jat.3622. [Epub ahead of print] Review. PubMed PMID: 29624715.

7: Oset-Gasque MJ, Marco-Contelles J. Tacrine-Natural-Product Hybrids for Alzheimer's Disease Therapy. Curr Med Chem. 2018 Apr 3. doi: 10.2174/0929867325666180403151725. [Epub ahead of print] PubMed PMID: 29611473.

8: Posri P, Suthiwong J, Takomthong P, Wongsa C, Chuenban C, Boonyarat C, Yenjai C. A new flavonoid from the leaves of Atalantia monophylla (L.) DC. Nat Prod Res. 2018 Mar 30:1-7. doi: 10.1080/14786419.2018.1457667. [Epub ahead of print] PubMed PMID: 29600742.

9: Zhang Q, Hu Y, Wu D, Ma S, Wang J, Rao J, Xu L, Xu H, Shao H, Guo Z, Wang S. Protein-mimicking nanowire-inspired electro-catalytic biosensor for probing acetylcholinesterase activity and its inhibitors. Talanta. 2018 Jun 1;183:258-267. doi: 10.1016/j.talanta.2018.02.034. Epub 2018 Feb 9. PubMed PMID: 29567174.

10: Chen H, Xiang S, Huang L, Lin J, Hu S, Mak SH, Wang C, Wang Q, Cui W, Han Y. Tacrine(10)-hupyridone, a dual-binding acetylcholinesterase inhibitor, potently attenuates scopolamine-induced impairments of cognition in mice. Metab Brain Dis. 2018 Mar 21. doi: 10.1007/s11011-018-0221-7. [Epub ahead of print] PubMed PMID: 29564727.

11: Tammenmaa-Aho I, Asher R, Soares-Weiser K, Bergman H. Cholinergic medication for antipsychotic-induced tardive dyskinesia. Cochrane Database Syst Rev. 2018 Mar 19;3:CD000207. doi: 10.1002/14651858.CD000207.pub2. Review. PubMed PMID: 29553158.

12: Ulicna K, Bednarikova Z, Hsu WT, Holztragerova M, Wu JW, Hamulakova S, Wang SS, Gazova Z. Lysozyme amyloid fibrillization in presence of tacrine/acridone-coumarin heterodimers. Colloids Surf B Biointerfaces. 2018 Jun 1;166:108-118. doi: 10.1016/j.colsurfb.2018.03.010. Epub 2018 Mar 9. PubMed PMID: 29550545.

13: Vilela AFL, Seidl C, Lima JM, Cardoso CL. An improved immobilized enzyme reactor-mass spectrometry-based label free assay for butyrylcholinesterase ligand screening. Anal Biochem. 2018 May 15;549:53-57. doi: 10.1016/j.ab.2018.03.012. Epub 2018 Mar 14. PubMed PMID: 29550345.

14: Jiang XY, Chen TK, Zhou JT, He SY, Yang HY, Chen Y, Qu W, Feng F, Sun HP. Dual GSK-3β/AChE Inhibitors as a New Strategy for Multitargeting Anti-Alzheimer's Disease Drug Discovery. ACS Med Chem Lett. 2018 Feb 9;9(3):171-176. doi: 10.1021/acsmedchemlett.7b00463. eCollection 2018 Mar 8. PubMed PMID: 29541355; PubMed Central PMCID: PMC5846044.

15: Galdeano C, Coquelle N, Cieslikiewicz-Bouet M, Bartolini M, Pérez B, Clos MV, Silman I, Jean L, Colletier JP, Renard PY, Muñoz-Torrero D. Increasing Polarity in Tacrine and Huprine Derivatives: Potent Anticholinesterase Agents for the Treatment of Myasthenia Gravis. Molecules. 2018 Mar 11;23(3). pii: E634. doi: 10.3390/molecules23030634. PubMed PMID: 29534488.

16: Hepnarova V, Korabecny J, Matouskova L, Jost P, Muckova L, Hrabinova M, Vykoukalova N, Kerhartova M, Kucera T, Dolezal R, Nepovimova E, Spilovska K, Mezeiova E, Pham NL, Jun D, Staud F, Kaping D, Kuca K, Soukup O. The concept of hybrid molecules of tacrine and benzyl quinolone carboxylic acid (BQCA) as multifunctional agents for Alzheimer's disease. Eur J Med Chem. 2018 Apr 25;150:292-306. doi: 10.1016/j.ejmech.2018.02.083. Epub 2018 Mar 2. PubMed PMID: 29533874.

17: Lee HL, Lim SA, Lee HW, Yoo HR, Kim HG. Yuk-Mi-Jihwang-Tang, a Traditional Korean Multiple Herbal Formulae, Improves Hippocampal Memory on Scopolamine Injection-Induced Amnesia Model of C57BL/6 Mice. Evid Based Complement Alternat Med. 2018 Jan 4;2018:2821040. doi: 10.1155/2018/2821040. eCollection 2018. PubMed PMID: 29507588; PubMed Central PMCID: PMC5817211.

18: Kucharewicz K, Dudkowska M, Zawadzka A, Ogrodnik M, Szczepankiewicz AA, Czarnocki Z, Sikora E. Simultaneous induction and blockade of autophagy by a single agent. Cell Death Dis. 2018 Mar 2;9(3):353. doi: 10.1038/s41419-018-0383-6. PubMed PMID: 29500364; PubMed Central PMCID: PMC5834631.

19: Lu X, He SY, Li Q, Yang H, Jiang X, Lin H, Chen Y, Qu W, Feng F, Bian Y, Zhou Y, Sun H. Investigation of multi-target-directed ligands (MTDLs) with butyrylcholinesterase (BuChE) and indoleamine 2,3-dioxygenase 1 (IDO1) inhibition: The design, synthesis of miconazole analogues targeting Alzheimer's disease. Bioorg Med Chem. 2018 May 1;26(8):1665-1674. doi: 10.1016/j.bmc.2018.02.014. Epub 2018 Feb 13. PubMed PMID: 29475581.

20: Hiremathad A, Keri RS, Esteves AR, Cardoso SM, Chaves S, Santos MA. Novel Tacrine-Hydroxyphenylbenzimidazole hybrids as potential multitarget drug candidates for Alzheimer's disease. Eur J Med Chem. 2018 Mar 25;148:255-267. doi: 10.1016/j.ejmech.2018.02.023. Epub 2018 Feb 12. PubMed PMID: 29466775.