6,9-Dichloro-2-methoxyacridine
- Name 6,9-Dichloro-2-methoxyacridine
- CAS 86-38-4
- Purity 99%
Product Details
Quality Manufacturer Supply High Purity 99% 6,9-Dichloro-2-methoxyacridine 86-38-4 with Reasonable Price
- Molecular Formula: C14H9Cl2NO
- Molecular Weight: 278.138
- Vapor Pressure: 1.13E-07mmHg at 25°C
- Melting Point: 163-165 °C
- Refractive Index: 1.696
- Boiling Point: 444.3 °C at 760 mmHg
- PKA: 2.98±0.10(Predicted)
- Flash Point: 222.5 °C
- PSA： 22.12000
- Density: 1.399 g/cm3
- LogP: 4.70340
6,9-Dichloro-2-methoxyacridine(Cas 86-38-4) Usage
|
Purification Methods |
Crystallise it from *benzene or 1,2-dichloroethane (m 162-163o). [Hall & Turner J Chem Soc 697 1945, Beilstein 21 III/IV 1553.] |
|
General Description |
6,9-Dichloro-2-methoxyacridine on reaction with quinolizidinylalkylamines yields 4-aminoquinoline and 9-aminoacridine derivatives. |
InChI:InChI=1/C14H9Cl2NO/c1-18-9-3-5-12-11(7-9)14(16)10-4-2-8(15)6-13(10)17-12/h2-7H,1H3
86-38-4 Relevant articles
Synthesis and antiproliferative activity of 9-benzylamino-6-chloro-2-methoxy-acridine derivatives as potent DNA-binding ligands and topoisomerase II inhibitors
Zhang, Wei,Zhang, Bin,Zhang, Wei,Yang, Ti,Wang, Ning,Gao, Chunmei,Tan, Chunyan,Liu, Hongxia,Jiang, Yuyang
, p. 59 - 70 (2016)
A series of 9-benzylamino acridine deriv...
Acridine derivatives. III. Preparation and antitumor activity of the novel acridinyl-substituted uracils
Kimura,Okabayashi,Kato
, p. 697 - 701 (1989)
-
Design, synthesis and characterization of novel quinacrine analogs that preferentially kill cancer over non-cancer cells through the down-regulation of Bcl-2 and up-regulation of Bax and Bad
Solomon, V. Raja,Almnayan, Danah,Lee, Hoyun
, p. 156 - 166 (2017)
Both quinacrine, which contains a 9-amin...
Design and synthesis of novel quinacrine-[1,3]-thiazinan-4-one hybrids for their anti-breast cancer activity
Solomon, V. Raja,Pundir, Sheetal,Le, Hoang-Thanh,Lee, Hoyun
, p. 1028 - 1038 (2018)
In an attempt to develop effective and s...
Design, synthesis and biological evaluation of novel phthalazinone acridine derivatives as dual PARP and Topo inhibitors for potential anticancer agents
Dai, Qiuzi,Chen, Jiwei,Gao, Chunmei,Sun, Qinsheng,Yuan, Zigao,Jiang, Yuyang
, p. 404 - 408 (2019/06/24)
In this study, we designed and synthesiz...
Design, synthesis and biological research of novel N-phenylbenzamide-4-methylamine acridine derivatives as potential topoisomerase I/II and apoptosis-inducing agents
Zhang, Bin,Dou, Zhende,Xiong, Zheng,Wang, Ning,He, Shan,Yan, Xiaojun,Jin, Haixiao
supporting information, (2019/10/28)
A series of novel N-phenylbenzamide-4-me...
4-methylaminoacridine-N-phenylbenzamide compound and preparation method and application thereof
-
Paragraph 0021-0022; 0045-0046, (2019/11/14)
The invention discloses a 4-aminomethyla...
86-38-4 Process route
-
-
91-38-3
4-chloro-2-(4-methoxyphenylamino)benzoic acid
-
-
86-38-4
6,9-dichloro-2-methoxyacridine
| Conditions | Yield |
|---|---|
|
4-chloro-2-(4-methoxyphenylamino)benzoic acid;
With
trichlorophosphate;
at 130 ℃;
for 3h;
With
ammonia;
In
chloroform; water;
Cooling with ice;
|
99%
|
|
With
trichlorophosphate;
at 130 ℃;
for 3h;
|
99%
|
|
With
trichlorophosphate;
for 6h;
Heating;
|
77%
|
|
With
trichlorophosphate;
for 2h;
Heating;
|
51%
|
|
With
trichlorophosphate;
|
|
|
With
trichlorophosphate;
|
|
|
With
trichlorophosphate;
at 130 ℃;
for 3h;
|
|
|
With
trichlorophosphate;
|
|
|
With
trichlorophosphate;
at 140 ℃;
for 0.25h;
Microwave irradiation;
|
|
|
With
trichlorophosphate;
In
N,N-dimethyl-formamide;
Reflux;
|
|
|
With
trichlorophosphate;
Reflux;
|
|
|
With
trichlorophosphate;
at 120 - 130 ℃;
for 3h;
|
|
|
With
trichlorophosphate;
for 3h;
Reflux;
|
|
|
Multi-step reaction
with
2
steps
1: phosphorus pentachloride; benzene / und anschliessenden Behandeln mit Aluminiumchlorid
2: trichlorophosphate
With
phosphorus pentachloride; trichlorophosphate; benzene;
|
|
|
With
trichlorophosphate;
at 135 ℃;
|
|
|
With
trichlorophosphate;
at 105 ℃;
for 2h;
Inert atmosphere;
|
|
|
With
trichlorophosphate;
In
N,N-dimethyl-formamide;
Reflux;
|
-
-
50-84-0
2,4 dichlorobenzoic acid
-
-
86-38-4
6,9-dichloro-2-methoxyacridine
| Conditions | Yield |
|---|---|
|
Multi-step reaction
with
2
steps
1: 58 percent / K2
CO3
; Cu; pyridine / pentan-1-ol / 5 h / Heating
2: 77 percent / POCl3
/ 6 h / Heating
With
pyridine; copper; potassium carbonate; trichlorophosphate;
In
pentan-1-ol;
1: Ullmann-Jourdan reactions;
|
|
|
Multi-step reaction
with
2
steps
1.1: copper; potassium carbonate / N,N-dimethyl-formamide / 130 °C
2.1: trichlorophosphate / 3 h / 130 °C
2.2: Cooling with ice
With
copper; potassium carbonate; trichlorophosphate;
In
N,N-dimethyl-formamide;
1.1: Ullmann condensation;
|
|
|
Multi-step reaction
with
2
steps
1: potassium carbonate; copper / N,N-dimethyl-formamide / 130 °C
2: trichlorophosphate / 3 h / 130 °C
With
copper; potassium carbonate; trichlorophosphate;
In
N,N-dimethyl-formamide;
1: |Ullmann Condensation;
|
|
|
Multi-step reaction
with
2
steps
1: copper; potassium carbonate / 130 °C
2: trichlorophosphate / 3 h / 130 °C
With
copper; potassium carbonate; trichlorophosphate;
1: |Ullmann Condensation;
|
|
|
Multi-step reaction
with
2
steps
1: copper; potassium carbonate / N,N-dimethyl-formamide / Heating
2: trichlorophosphate / 0.25 h / 140 °C / Microwave irradiation
With
copper; potassium carbonate; trichlorophosphate;
In
N,N-dimethyl-formamide;
1: |Goldberg Reaction;
|
|
|
Multi-step reaction
with
2
steps
1: potassium carbonate; copper / N,N-dimethyl-formamide / 130 °C
2: trichlorophosphate / N,N-dimethyl-formamide / Reflux
With
copper; potassium carbonate; trichlorophosphate;
In
N,N-dimethyl-formamide;
1: |Ullmann Condensation;
|
|
|
Multi-step reaction
with
2
steps
1: copper; potassium carbonate / N,N-dimethyl-formamide / Reflux
2: trichlorophosphate / Reflux
With
copper; potassium carbonate; trichlorophosphate;
In
N,N-dimethyl-formamide;
1: |Ullmann Condensation;
|
|
|
Multi-step reaction
with
2
steps
1: lithium amide / tetrahydrofuran / 8 h
2: trichlorophosphate / 3 h / 120 - 130 °C
With
lithium amide; trichlorophosphate;
In
tetrahydrofuran;
|
|
|
Multi-step reaction
with
2
steps
1: potassium carbonate; copper / N,N-dimethyl-formamide / 7 h / Reflux
2: trichlorophosphate / 3 h / Reflux
With
copper; potassium carbonate; trichlorophosphate;
In
N,N-dimethyl-formamide;
1: |Ullmann Condensation;
|
|
|
Multi-step reaction
with
2
steps
1: copper; potassium carbonate / N,N-dimethyl-formamide / 4 h / 130 °C / Inert atmosphere
2: trichlorophosphate / 2 h / 105 °C / Inert atmosphere
With
copper; potassium carbonate; trichlorophosphate;
In
N,N-dimethyl-formamide;
1: |Ullmann Condensation / 2: |Friedel-Crafts Acylation;
|
|
|
Multi-step reaction
with
2
steps
1: potassium carbonate; copper / N,N-dimethyl-formamide / 130 °C
2: trichlorophosphate / N,N-dimethyl-formamide / Reflux
With
copper; potassium carbonate; trichlorophosphate;
In
N,N-dimethyl-formamide;
1: |Ullmann Condensation / 2: |Friedel-Crafts Acylation;
|
86-38-4 Upstream products
-
13161-87-0
6-chloro-2-methoxyacridone
-
91-38-3
4-chloro-2-(4-methoxyphenylamino)benzoic acid
-
32082-99-8
methyl 4-chloro-2-(4-methoxyphenyl)aminobenzoate
-
104-94-9
4-methoxy-aniline
86-38-4 Downstream products
-
6637-39-4
6-chloro-9-(3,4-dihydro-2H -[1]quinolyl)-2-methoxy-acridine
-
5433-31-8
N -(6-chloro-2-methoxy-acridin-9-yl)-sulfanilic acid thiazol-2-ylamide; hydrochloride
-
93567-31-8
6,9-Dichlor-2-methoxy-acridin-10-oxid
-
114277-11-1
6-chloro-2-methoxy-9-(3'-diethylamino methyl-4'-hydroxyanilino)acridine
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