acridin-9-amine hydrochloride
aminacrine
Conditions | Yield |
---|---|
With sodium hydroxide In water; ethyl acetate for 0.25h; Concentration; Reagent/catalyst; Solvent; | 100% |
Conditions | Yield |
---|---|
In ethanol; water for 0.25h; Heating; | 99% |
N-(7-bromoheptyl)phthalimide
acridin-9-amine hydrochloride
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 12h; | 74% |
acetic anhydride
acridin-9-amine hydrochloride
N-(acridin-9-yl)acetamide
Conditions | Yield |
---|---|
In pyridine at 70℃; for 24h; | 67.8% |
4-bis-(β-chloroethyl)aminophenyl isocyanate
acridin-9-amine hydrochloride
1-acridin-9-yl-3-{4-[bis(2-chloroethyl)amino]phenyl}urea
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; for 18h; | 60% |
2-(9-bromononyl)isoindoline-1,3-dione
acridin-9-amine hydrochloride
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 12h; | 55.5% |
3-Carboxyphenylboronic acid
acridin-9-amine hydrochloride
C20H15BN2O3
Conditions | Yield |
---|---|
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% |
N-8-bromooctylphthalimide
acridin-9-amine hydrochloride
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 12h; | 18.5% |
acridin-9-amine hydrochloride
A
2-nitro-9-aminoacridine
B
9-amino-2,7-dinitroacridine
Conditions | Yield |
---|---|
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% |
2-(6-bromohexyl)isoindole-1,3-dione
acridin-9-amine hydrochloride
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 12h; | 15% |
acridin-9-amine hydrochloride
B
9-amino-2,7-dibromoacridine
Conditions | Yield |
---|---|
With bromine In chloroform for 2h; Ambient temperature; | A 11.1% B 2.4% |
3-chloro-3-methylbut-1-yne
acridin-9-amine hydrochloride
A
10-(3-Methyl-1,2-butadienyl)-9(10H)-iminoacridin
B
9-(3-Methyl-1,2-butadienyl)-9-aminoacridin
C
9-(1,1-Dimethyl-2-propinyl)-9-aminoacridin
D
10-(1,1-Dimethyl-2-propinyl)-9(10H)-iminoacridin
Conditions | Yield |
---|---|
With potassium hydroxide; tetrabutylammomium bromide In toluene for 72h; Heating; | A 370 mg B 1.69 g C 40 mg D 490 mg |
acridin-9-amine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 67.8 percent / pyridine / 24 h / 70 °C 2: 27.2 percent / Br2 / CHCl3 / 2 h / Ambient temperature View Scheme |
1-phenyl-1H-pyrazole-5-carbonyl chloride
acridin-9-amine hydrochloride
C23H16N4O
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 18h; |
4--phenyl-carbamoylchlorid
acridin-9-amine hydrochloride
1-acridin-9-yl-3-{4-[bis(2-chloroethyl)amino]phenyl}urea
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 16h; |
acridin-9-amine hydrochloride
benzene-1,2-dicarboxylic acid
9-aminoacridiniun ortho-phthalate monohydrate
Conditions | Yield |
---|---|
In ethanol; water for 0.0166667h; Reflux; |
acridin-9-amine hydrochloride
benzoic acid
9-aminoacridiniun benzoate monohydrate
Conditions | Yield |
---|---|
In ethanol; water for 0.0166667h; Reflux; |
acridin-9-amine hydrochloride
salicylic acid
9-aminoacridiniun salicylate
Conditions | Yield |
---|---|
In ethanol; water for 0.0166667h; Reflux; |
Conditions | Yield |
---|---|
In ethanol; water for 0.0166667h; Reflux; |
acridin-9-amine hydrochloride
para-chlorobenzoic acid
9-aminoacridinium 4-chlorobenzoate
Conditions | Yield |
---|---|
In ethanol; water for 0.0166667h; Reflux; |
acridin-9-amine hydrochloride
3-chlorobenzoate
9-aminoacridinium 3-chlorobenzoate
Conditions | Yield |
---|---|
In ethanol; water for 0.0166667h; Reflux; |
acridin-9-amine hydrochloride
(acridin-9-ylamino)acetic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / water; ethyl acetate / 0.25 h 2: N,N-dimethyl-formamide / 5 h / 80 - 85 °C View Scheme |
acridin-9-amine hydrochloride
Conditions | Yield |
---|---|
In aq. phosphate buffer at 24.84℃; pH=7.4; Thermodynamic data; Temperature; |
acridin-9-amine hydrochloride
aminacrine
Conditions | Yield |
---|---|
With sodium hydroxide In water; ethyl acetate for 0.25h; Concentration; Reagent/catalyst; Solvent; | 100% |
Conditions | Yield |
---|---|
In ethanol; water for 0.25h; Heating; | 99% |
N-(7-bromoheptyl)phthalimide
acridin-9-amine hydrochloride
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 12h; | 74% |
acetic anhydride
acridin-9-amine hydrochloride
N-(acridin-9-yl)acetamide
Conditions | Yield |
---|---|
In pyridine at 70℃; for 24h; | 67.8% |
4-bis-(β-chloroethyl)aminophenyl isocyanate
acridin-9-amine hydrochloride
1-acridin-9-yl-3-{4-[bis(2-chloroethyl)amino]phenyl}urea
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; for 18h; | 60% |
2-(9-bromononyl)isoindoline-1,3-dione
acridin-9-amine hydrochloride
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 12h; | 55.5% |
3-Carboxyphenylboronic acid
acridin-9-amine hydrochloride
C20H15BN2O3
Conditions | Yield |
---|---|
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% |
N-8-bromooctylphthalimide
acridin-9-amine hydrochloride
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 12h; | 18.5% |
acridin-9-amine hydrochloride
A
2-nitro-9-aminoacridine
B
9-amino-2,7-dinitroacridine
Conditions | Yield |
---|---|
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% |
2-(6-bromohexyl)isoindole-1,3-dione
acridin-9-amine hydrochloride
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 12h; | 15% |
acridin-9-amine hydrochloride
B
9-amino-2,7-dibromoacridine
Conditions | Yield |
---|---|
With bromine In chloroform for 2h; Ambient temperature; | A 11.1% B 2.4% |
3-chloro-3-methylbut-1-yne
acridin-9-amine hydrochloride
A
10-(3-Methyl-1,2-butadienyl)-9(10H)-iminoacridin
B
9-(3-Methyl-1,2-butadienyl)-9-aminoacridin
C
9-(1,1-Dimethyl-2-propinyl)-9-aminoacridin
D
10-(1,1-Dimethyl-2-propinyl)-9(10H)-iminoacridin
Conditions | Yield |
---|---|
With potassium hydroxide; tetrabutylammomium bromide In toluene for 72h; Heating; | A 370 mg B 1.69 g C 40 mg D 490 mg |
acridin-9-amine hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 67.8 percent / pyridine / 24 h / 70 °C 2: 27.2 percent / Br2 / CHCl3 / 2 h / Ambient temperature View Scheme |
1-phenyl-1H-pyrazole-5-carbonyl chloride
acridin-9-amine hydrochloride
C23H16N4O
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 18h; |
4--phenyl-carbamoylchlorid
acridin-9-amine hydrochloride
1-acridin-9-yl-3-{4-[bis(2-chloroethyl)amino]phenyl}urea
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 16h; |
acridin-9-amine hydrochloride
benzene-1,2-dicarboxylic acid
9-aminoacridiniun ortho-phthalate monohydrate
Conditions | Yield |
---|---|
In ethanol; water for 0.0166667h; Reflux; |
acridin-9-amine hydrochloride
benzoic acid
9-aminoacridiniun benzoate monohydrate
Conditions | Yield |
---|---|
In ethanol; water for 0.0166667h; Reflux; |
acridin-9-amine hydrochloride
salicylic acid
9-aminoacridiniun salicylate
Conditions | Yield |
---|---|
In ethanol; water for 0.0166667h; Reflux; |
Conditions | Yield |
---|---|
In ethanol; water for 0.0166667h; Reflux; |
acridin-9-amine hydrochloride
para-chlorobenzoic acid
9-aminoacridinium 4-chlorobenzoate
Conditions | Yield |
---|---|
In ethanol; water for 0.0166667h; Reflux; |
acridin-9-amine hydrochloride
3-chlorobenzoate
9-aminoacridinium 3-chlorobenzoate
Conditions | Yield |
---|---|
In ethanol; water for 0.0166667h; Reflux; |
acridin-9-amine hydrochloride
(acridin-9-ylamino)acetic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium hydroxide / water; ethyl acetate / 0.25 h 2: N,N-dimethyl-formamide / 5 h / 80 - 85 °C View Scheme |
acridin-9-amine hydrochloride
Conditions | Yield |
---|---|
In aq. phosphate buffer at 24.84℃; pH=7.4; Thermodynamic data; Temperature; |
acridin-9-amine hydrochloride
Conditions | Yield |
---|---|
In aq. phosphate buffer at 24.84℃; pH=7.4; Thermodynamic data; Temperature; |
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
Acridin-9-amine hydrochloride (CAS NO.134-50-9) is used experimentally as a probe for biological membranes and dna.
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).
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 |
Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
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
Flash point data for Acridin-9-amine hydrochloride is not available, but Acridin-9-amine hydrochloride is probably combustible.
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