Introduction：Basic information about CAS 321-64-2|Tacrine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Tacrine |
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| CAS Number | 321-64-2 | Molecular Weight | 198.264 |
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| Density | 1.3±0.1 g/cm3 | Boiling Point | 353.8±42.0 °C at 760 mmHg |
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| Molecular Formula | C13H14N2 | Melting Point | 283-284ºC |
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| MSDS | / | Flash Point | 167.8±27.9 °C |
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Names
| Name | tacrine |
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| Synonym | More Synonyms |
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Tacrine BiologicalActivity
| Description | Tacrine is a potent acetylcholinesterse (AChE) inhibitor (IC50=109 nM), also acting as a CYP1A2 substrate drug. Tacrine exhibits certain hepatotoxicity in some individuals. Tacrine can be used for researching Alzheimer's disease (AD)[1][2][3]. |
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| Related Catalog | Research Areas >>Neurological DiseaseSignaling Pathways >>Neuronal Signaling >>AChE |
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| Target | IC50: 109 nM (AChE)[3] |
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| References | [1]. Patocka J, et al. Possible role of hydroxylated metabolites of tacrine in drug toxicity and therapy of Alzheimer's disease. Curr Drug Metab. 2008;9(4):332-335. [2]. Bhatt S, et al. Assessment of the CYP1A2 Inhibition-Mediated Drug Interaction Potential for Pinocembrin Using In Silico, In Vitro, and In Vivo Approaches. ACS Omega. 2022;7(23):20321-20331. Published 2022 Jun 2. [3]. Romero A, et al. Novel tacrine-related drugs as potential candidates for the treatment of Alzheimer's disease. Bioorg Med Chem Lett. 2013;23(7):1916-1922. |
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Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
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| Boiling Point | 353.8±42.0 °C at 760 mmHg |
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| Melting Point | 283-284ºC |
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| Molecular Formula | C13H14N2 |
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| Molecular Weight | 198.264 |
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| Flash Point | 167.8±27.9 °C |
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| Exact Mass | 198.115692 |
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| PSA | 38.91000 |
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| LogP | 1.78 |
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| Vapour Pressure | 0.0±0.8 mmHg at 25°C |
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| Index of Refraction | 1.682 |
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| InChIKey | YLJREFDVOIBQDA-UHFFFAOYSA-N |
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| SMILES | Nc1c2c(nc3ccccc13)CCCC2 |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- AR9532100
- CHEMICAL NAME :
- Acridine, 1,2,3,4-tetrahydro-9-amino-
- CAS REGISTRY NUMBER :
- 321-64-2
- BEILSTEIN REFERENCE NO. :
- 0147610
- LAST UPDATED :
- 199707
- DATA ITEMS CITED :
- 17
- MOLECULAR FORMULA :
- C13-H14-N2
- MOLECULAR WEIGHT :
- 198.29
- WISWESSER LINE NOTATION :
- T C666 BNT&&J IZ
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - woman
- DOSE/DURATION :
- 294 mg/kg/14W-I
- TOXIC EFFECTS :
- Liver - fatty liver degeneration Liver - liver function tests impaired Blood - changes in cell count (unspecified)
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - woman
- DOSE/DURATION :
- 84 mg/kg/6W-I
- TOXIC EFFECTS :
- Liver - hepatitis (hepatocellular necrosis), zonal Liver - liver function tests impaired
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 176 mg/kg/7W-I
- TOXIC EFFECTS :
- Gastrointestinal - nausea or vomiting Liver - liver function tests impaired
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 70 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 30 mg/kg
- TOXIC EFFECTS :
- Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 20 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 34 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 39800 ug/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 20 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 25 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intramuscular
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 29 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Unreported
- SPECIES OBSERVED :
- Mammal - species unspecified
- DOSE/DURATION :
- 31 mg/kg
- TOXIC EFFECTS :
- Behavioral - euphoria Behavioral - antipsychotic
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 620 mg/kg/18W-C
- TOXIC EFFECTS :
- Nutritional and Gross Metabolic - weight loss or decreased weight gain
- TYPE OF TEST :
- Cytogenetic analysis
MUTATION DATA - TEST SYSTEM :
- Rodent - mouse
- DOSE/DURATION :
- 100 mg/kg
- REFERENCE :
- ACNSAX Activitas Nervosa Superior. (Avicenum, Malostranske nam. 28, Prague 1, Czechoslovakia) V.1- 1959- Volume(issue)/page/year: 26,84,1984
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Safety Information
| Hazard Codes | T |
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| Risk Phrases | R25 |
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| HS Code | 2933990090 |
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Customs
| HS Code | 2933990090 |
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| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
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Synonyms
| EINECS 206-291-2 |
| MFCD00046923 |
| 9-Acridinamine, 1,2,3,4-tetrahydro- |
| 1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE |
| 9-Amino-1,2,3,4-tetrahydroacridine |
| Tetrahydroaminocrine |
| Tenakrin |
| 1,2,3,4-tetrahydro-5-aminoacridine |
| Cognex |
| 4-Amino-2,3-tetramethylenequinoline |
| Tetrahydroaminocrin |
| 1,2,3,4-tetrahydro-9-amino-acridine |
| Tetrahydroaminacrine |
| 1,2,3,4-tetrahdyroacridin-9-amine |
| 1,2,3,4-tetrahydroacridin-9-amine |
| Romotal |
| Tetrahydroaminoacridine |
| Tacrine |
