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

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

Product Name
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
Formula Weight
198.26
MOL File
321-64-2.mol
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1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE Property

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PH011632
Product name
1,2,3,4-tetrahydro-9-acridinamine
Purity
AldrichCPR
Packaging
500mg
Price
$172
Updated
2023/06/20
American Custom Chemicals Corporation
Product number
API0004308
Product name
TACRINE
Purity
95.00%
Packaging
0.5G
Price
$682
Updated
2021/12/16
Acrotein
Product number
H-0509
Product name
1,2,3,4-Tetrahydro-9-aminoacridine
Purity
97%
Packaging
1g
Price
$174.17
Updated
2021/12/16
ACHEMBLOCK
Product number
P38835
Product name
1,2,3,4-Tetrahydro-9-aminoacridine
Purity
95%
Packaging
1G
Price
$235
Updated
2021/12/16
Ambeed
Product number
A295785
Product name
1,2,3,4-Tetrahydroacridin-9-amine
Purity
98%
Packaging
25g
Price
$337
Updated
2021/12/16
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1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE Chemical Properties,Usage,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.

1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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

CARBONE SCIENTIFIC CO.,LTD
Tel
--
Fax
--
Email
sales@carbonesci.com
Country
United Kingdom
ProdList
6666
Advantage
30
Glentham Life Sciences
Tel
--
Fax
--
Email
info@glenthamls.com
Country
United Kingdom
ProdList
1429
Advantage
0
ETA SCIENTIFIC Co.,Ltd
Tel
--
Fax
--
Email
sales@etascientific.com
Country
United Kingdom
ProdList
6090
Advantage
34
UK GREEN SCIENTIFIC CO.,LIMITED
Tel
--
Fax
--
Email
sales@gs-chem.com
Country
United Kingdom
ProdList
6098
Advantage
47
Tocris Bioscience
Tel
--
Fax
--
Email
customerservice@tocris.co.uk
Country
United Kingdom
ProdList
5726
Advantage
77
Butt Park Ltd.
Tel
--
Fax
--
Email
113707.50@compuserve.com
Country
United Kingdom
ProdList
6078
Advantage
30
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View Lastest Price from 1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE 321-64-2
Price
US $1.10/g
Min. Order
1g
Purity
99.0% min
Supply Ability
100 tons min
Release date
2021-05-25
Career Henan Chemical Co
Product
tacrine 321-64-2
Price
US $1.00/KG
Min. Order
1KG
Purity
98% HPLC
Supply Ability
10 tons
Release date
2020-02-14

321-64-2, 1,2,3,4-TETRAHYDRO-9-ACRIDINAMINERelated Search:


  • 1,2,3,4-Tetrahydro-5-aminoacridine
  • 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
  • Tetrahydroaminoacridine
  • Tetrahydroaminocrin
  • Tetrahydroaminocrine
  • BUTTPARK 20\04-06
  • 1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE
  • 9-AMINO-1,2,3,4-TETRAHYDROACRIDINE
  • 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-9-ACRIDINAMINE USP/EP/BP
  • acrine
  • 1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE,HPLC≥97%
  • 321-64-2
  • C13H14N2HClH2O