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Basic Information
CAS No.: 134-50-9
Name: Acridin-9-amine hydrochloride
Molecular Structure:
Molecular Structure of 134-50-9 (Acridin-9-amine hydrochloride)
Formula: C13H10 N2 . Cl H
Molecular Weight: 230.71
Synonyms: 9-Acridinamine,monohydrochloride (9CI); Acridine, 9-amino-, monohydrochloride (8CI);9-Aminoacridine hydrochloride; 9-Aminoacridine monohydrochloride; Acramineyellow; Aminacrine hydrochloride; Monacrin hydrochloride
EINECS: 205-145-5
Density: 1.268g/cm3
Boiling Point: 413.5°Cat760mmHg
Flash Point: 233.2°C
Appearance: Pale yellow crystals. One of the most highly fluorescent substances.
Safety: Poison by ingestion. Mutation data reported. See also AMINES. When heated to decomposition it emits very toxic fumes of HCl and NOx.
PSA: 38.91000
LogP: 4.35340
Synthetic route
134-50-9

acridin-9-amine hydrochloride

110166-26-2

aminacrine

Conditions
ConditionsYield
With sodium hydroxide In water; ethyl acetate for 0.25h; Concentration; Reagent/catalyst; Solvent;100%
151-21-3

sodium dodecyl-sulfate

134-50-9

acridin-9-amine hydrochloride

9-aminoacridinium dodecyl sulfate

Conditions
ConditionsYield
In ethanol; water for 0.25h; Heating;99%
52824-42-7

N-(7-bromoheptyl)phthalimide

134-50-9

acridin-9-amine hydrochloride

2-[7-(acridin-9-ylamino)-heptyl]-isoindole-1,3-dione

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 12h;74%
108-24-7

acetic anhydride

134-50-9

acridin-9-amine hydrochloride

23043-52-9

N-(acridin-9-yl)acetamide

Conditions
ConditionsYield
In pyridine at 70℃; for 24h;67.8%
82484-59-1

4-bis-(β-chloroethyl)aminophenyl isocyanate

134-50-9

acridin-9-amine hydrochloride

1036724-69-2

1-acridin-9-yl-3-{4-[bis(2-chloroethyl)amino]phenyl}urea

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃; for 18h;60%
93667-91-5

2-(9-bromononyl)isoindoline-1,3-dione

134-50-9

acridin-9-amine hydrochloride

2-[9-(acridin-9-ylamino)-nonyl]-isoindole-1,3-dione

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 12h;55.5%
25487-66-5

3-Carboxyphenylboronic acid

134-50-9

acridin-9-amine hydrochloride

1428587-11-4

C20H15BN2O3

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine In dimethyl sulfoxide at 20 - 40℃; for 49h;53%
Stage #1: acridin-9-amine hydrochloride With triethylamine In water; dimethyl sulfoxide at 20℃; for 1h;
Stage #2: 3-Carboxyphenylboronic acid With 1,8-diazabicyclo[5.4.0]undec-7-ene In water; dimethyl sulfoxide at 40℃; for 48h;
53%
17702-83-9

N-8-bromooctylphthalimide

134-50-9

acridin-9-amine hydrochloride

2-[8-(acridin-9-ylamino)-octyl]-isoindole-1,3-dione

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 12h;18.5%
134-50-9

acridin-9-amine hydrochloride

A

23045-35-4

2-nitro-9-aminoacridine

B

157996-62-8

9-amino-2,7-dinitroacridine

Conditions
ConditionsYield
With sodium nitrate; sulfuric acid at 0℃; for 0.5h;A 9.6%
B 15%
With sodium nitrate; sulfuric acid at 0℃; for 0.5h;A 9.6%
B 15%
24566-79-8

2-(6-bromohexyl)isoindole-1,3-dione

134-50-9

acridin-9-amine hydrochloride

2-[6-(acridin-9-ylamino)-hexyl]-isoindole-1,3-dione

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 12h;15%
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Chemistry

IUPAC Name: Acridin-9-amine hydrochloride
The MF of Acridin-9-amine hydrochloride (CAS NO.134-50-9) is C13H11ClN2.

                             
The MW of Acridin-9-amine hydrochloride (CAS NO.134-50-9) is 230.69.
Synonyms of Acridin-9-amine hydrochloride (CAS NO.134-50-9): 9-Aminoacridine hydrochloride ; Acridin-9-amine hydrochloride ; 5-Aminoacridine hydrochloride
Apperance: Pale yellow crystals.One of the most highly fluorescent substances
Flash Point: 233.2 °C
Boiling Point: 413.5 °C
EINECS: 205-145-5

Uses

  Acridin-9-amine hydrochloride (CAS NO.134-50-9) is used experimentally as a probe for biological membranes and dna.

Production

 Acridin-9-amine hydrochloride forms from treatment of 9-aminoacridine with hydrogen chloride. It is amphoteric (reacts both as a weak acid and as a weak base).

Toxicity Data With Reference

1.    

mmo-sat 10 µg/plate

    KSRNAM    Kiso to Rinsho. Clinical Report. 16 (1982),6240.
2.    

mma-sat 50 µg/plate

    KSRNAM    Kiso to Rinsho. Clinical Report. 17 (1983),70.
3.    

dnr-esc 20 µL/disc

    MUREAV    Mutation Research. 97 (1982),1.
4.    

dnr-bcs 20 µL/disc

    MUREAV    Mutation Research. 97 (1982),1.
5.    

cyt-ham:lng 600 µg/L

    GMCRDC    Gann Monograph on Cancer Research. 27 (1981),95.
6.    

dnd-man:lym 10 pph

    BIPMAA    Biopolymers. 11 (1972),2537.
7.    

orl-mus LD50:78 mg/kg

    29ZVAB    Handbook of Analytical Toxicology ,Sunshine, I., ed., Cleveland, OH.: Chemical Rubber Co.,1969,7

Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Safety Profile

Poison by ingestion. Mutation data reported. See also AMINES. When heated to decomposition it emits very toxic fumes of HCl and NOx.Safety information of Acridin-9-amine hydrochloride (CAS NO.134-50-9):
Safety Statements 
22 Do not breathe dust
24/25 Avoid contact with skin and eyes
WGK Germany  3

Specification

Flash point data for Acridin-9-amine hydrochloride is not available, but Acridin-9-amine hydrochloride is probably combustible.