ChemicalBook >> CAS DataBase List >>1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE

1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE

CAS No.
321-64-2
Chemical Name:
1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE
Synonyms
9-AMINO-1,2,3,4-TETRAHYDROACRIDINE;Tetrahydroaminoacridine;C01453;acrine;cs12602;CS 12602;AKOS 221-09;Tacrine 321-64-2;BUTTPARK 20\04-06;Tetrahydroaminocrin
CBNumber:
CB7699634
Molecular Formula:
C13H14N2
Molecular Weight:
198.26
MDL Number:
MFCD00046923
MOL File:
321-64-2.mol
MSDS File:
SDS
Last updated:2023-05-21 10:59:17

1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE Properties

Melting point 183.5℃
Boiling point 325.59°C (rough estimate)
Density 0.9827 (rough estimate)
refractive index 1.4400 (estimate)
storage temp. 4°C, away from moisture and light
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 9?+-.0.20(Predicted)
color White to Pale Yellow
CAS DataBase Reference 321-64-2(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 4VX7YNB537

SAFETY

Risk and Safety Statements

1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PH011632 1,2,3,4-tetrahydro-9-acridinamine AldrichCPR 321-64-2 500mg $172 2023-06-20 Buy
American Custom Chemicals Corporation API0004308 TACRINE 95.00% 321-64-2 0.5G $682 2021-12-16 Buy
Acrotein H-0509 1,2,3,4-Tetrahydro-9-aminoacridine 97% 321-64-2 1g $174.17 2021-12-16 Buy
ACHEMBLOCK P38835 1,2,3,4-Tetrahydro-9-aminoacridine 95% 321-64-2 1G $235 2021-12-16 Buy
Ambeed A295785 1,2,3,4-Tetrahydroacridin-9-amine 98% 321-64-2 25g $337 2021-12-16 Buy
Product number Packaging Price Buy
PH011632 500mg $172 Buy
API0004308 0.5G $682 Buy
H-0509 1g $174.17 Buy
P38835 1G $235 Buy
A295785 25g $337 Buy

1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE Chemical Properties,Uses,Production

Description

In the 1950s, tacrine was used experimentally to reverse cholinergic coma in animals. In the 1960s, tacrine was used to reverse the effects of phencyclidine-like drugs. It was also marketed for many years as a respiratory stimulant. In 1993, the US Food and Drug Administration approved tacrine for the treatment of symptoms of mild to moderate Alzheimer’s disease.

Uses

The current use of tacrine is limited due to its poor oral bioavailability, the necessity for four daily doses, and serious side effects (including nausea, vomiting, dry mouth, indigestion, diarrhea, loss of appetite, urinary incontinence, collapse, convulsions, and hepatotoxicity). Currently, newer cholinesterase inhibitors (such as donepezil, rivastigmine, and galantamine) are preferred over tacrine.

Definition

ChEBI: Tacrine is a member of the class of acridines that is 1,2,3,4-tetrahydroacridine substituted by an amino group at position 9. It is used in the treatment of Alzheimer's disease. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor. It is a member of acridines and an aromatic amine. It is a conjugate base of a tacrine(1+).

Synthesis Reference(s)

Tetrahedron Letters, 4, p. 1277, 1963 DOI: 10.1039/jr9630005127

Toxicity evaluation

Tacrine has numerous mechanisms of action. The putative principal mechanism of action of tacrine for Alzheimer’s disease is reversible inhibition of acetylcholinesterase (AChE), which thereby slows the breakdown of the chemical messenger acetylcholine (ACh) in the brain. Tacrine also inhibits butyrylcholinesterase activity. In addition, tacrine blocks sodium and potassium channels. Tacrine also acts as a histamine N-methyltransferase inhibitor.
At a therapeutic dose, tacrine causes liver toxicity. Cytotoxicity studies using the human liver cell line HepG2 showed that a therapeutic blood concentration of tacrine induces reactive oxygen species production and glutathione depletion, suggesting that oxidative stress might be involved in tacrine hepatotoxicity.

108-94-1
1885-29-6
321-64-2
Synthesis of 1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE from Cyclohexanone and 2-Aminobenzonitrile
Global( 115)Suppliers
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Capot Chemical Co.,Ltd.
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Coresyn Pharmatech Co., Ltd.
+86-571-86626709 +86-18157142896 cbc@coresyn.com China 9991 58

View Lastest Price from 1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE USP/EP/BP pictures 2021-08-14 1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE USP/EP/BP
321-64-2
US $1.10 / g 1g 0.999 100 Tons min Dideu Industries Group Limited
1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE pictures 2021-04-28 1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE
321-64-2
US $1.10 / g 1g 99.0% min 100 tons min Shaanxi Dideu Medichem Co. Ltd
tacrine pictures 2020-02-17 tacrine
321-64-2
US $1.00 / KG 1KG 98% HPLC 10 tons Career Henan Chemical Co
  • tacrine pictures
  • tacrine
    321-64-2
  • US $1.00 / KG
  • 98% HPLC
  • Career Henan Chemical Co
1,2,3,4-tetrahydro-9-acridinamin 1,2,3,4-tetrahydro-9-amino-acridin 1,2,3,4-Tetrahydro-9-aminoacridine 5-Amino-6,7,8,9-tetrahydroacridine Acridine, 1,2,3,4-tetrahydro-9-amino- Acridine, 9-amino-1,2,3,4-tetrahydro- Acridine, 9-aminotetrahydro- CS 12602 cs12602 Tetrahydroaminacrine Tetrahydroaminocrin Tetrahydroaminocrine BUTTPARK 20\04-06 1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE 9-AMINOTETRAHYDROACRIDINE AKOS 221-09 TIMTEC-BB SBB003560 1,2,3,4-tetrahydroacridin-9-amine Tacrine (base and/or unspecified salts) 1,2,3,4-Tetrahydro-acridin-9-ylamine C01453 Tacrine 321-64-2 1,2,3,4-Tetrahydro-9-acridinamine hydrochloride hydrate, 97% 9-AcridinaMine, 1,2,3,4-tetrahydro- 1,2,3,4-Tetrahydro-5-aminoacridine 1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE USP/EP/BP Tetrahydroaminoacridine 9-AMINO-1,2,3,4-TETRAHYDROACRIDINE acrine 1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE,HPLC≥97% 321-64-2 C13H14N2HClH2O