Product Details
Quality Factory Sells Top Purity 99% 9-CHLORO-1,2,3,4-TETRAHYDROACRIDINE 5396-30-5 with Safe Delivery
- Molecular Formula:C13H12 Cl N
- Molecular Weight:217.698
- Vapor Pressure:5.43E-05mmHg at 25°C
- Melting Point:94.5-95.5 °C
- Boiling Point:358°Cat760mmHg
- PKA:4.56±0.20(Predicted)
- Flash Point:201.6°C
- PSA：12.89000
- Density:1.24g/cm3
- LogP:3.76700
9-CHLORO-1,2,3,4-TETRAHYDROACRIDINE(Cas 5396-30-5) Usage
|
General Description |
9-Chloro-1,2,3,4-tetrahydroacridine, also known as "tacrine," is a chemical compound that has been studied for its potential use in the treatment of Alzheimer's disease. It acts as an acetylcholinesterase inhibitor, meaning it prevents the breakdown of the neurotransmitter acetylcholine in the brain. This is important because Alzheimer's disease is characterized by a decrease in acetylcholine levels, leading to cognitive decline. Tacrine has been shown to improve cognitive function in some patients with Alzheimer's disease, although its use has been limited due to potential side effects and the development of newer, more effective drugs. It is still used in research and may hold promise for future treatments of cognitive disorders. |
InChI:InChI=1/C13H12ClN/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1,3,5,7H,2,4,6,8H2
5396-30-5 Relevant articles
Evaluation of short-tether bis-THA AChE inhibitors. A further test of the dual binding site hypothesis
Carlier, Paul R.,Han, Yi Fan,Chow, Ella S.-H.,Li, Crystal P.-L.,Wang, Hong,Xuan Lieu, Thuy,Sum Wong, Hau,Pang, Yuan-Ping
, p. 351 - 357 (1999)
To provide a further test of the dual bi...
Synthesis of novel vanillin derivatives: Novel multi-targeted scaffold ligands against Alzheimer's disease
Scipioni, Matteo,Kay, Graeme,Megson, Ian L.,Kong Thoo Lin, Paul
, p. 764 - 777 (2019)
Alzheimer's disease (AD) is the most com...
Potent Acetylcholinesterase Selective and Reversible Homodimeric Agent Based on Tacrine for Theranostics
Meena, Virendra Kumar,Chaturvedi, Shubhra,Sharma, Rakesh Kumar,Mishra, Anil Kumar,Hazari, Puja Panwar
, p. 2296 - 2308 (2019)
Acetylcholinesterase (AChE) has been an ...
The in vitro protective effects of the three novel nanomolar reversible inhibitors of human cholinesterases against irreversible inhibition by organophosphorous chemical warfare agents
Vitorovi?-Todorovi?, Maja D.,Worek, Franz,Perdih, Andrej,Bauk, Sonja ?.,Vujatovi?, Tamara B.,Cvijeti?, Ilija N.
, (2019)
Acetylcholinesterase (AChE) is an enzyme...
Dual GSK-3β/AChE Inhibitors as a New Strategy for Multitargeting Anti-Alzheimer's Disease Drug Discovery
Jiang, Xue-Yang,Chen, Ting-Kai,Zhou, Jun-Ting,He, Si-Yu,Yang, Hong-Yu,Chen, Yao,Qu, Wei,Feng, Feng,Sun, Hao-Peng
, p. 171 - 176 (2018)
Designing multitarget-directed ligands (...
Synthesis and biological evaluation of NO-donor-tacrine hybrids as hepatoprotective anti-Alzheimer drug candidates
Fang, Lei,Appenroth, Dorothea,Decker, Michael,Kiehntopf, Michael,Roegler, Carolin,Deufel, Thomas,Fleck, Christian,Peng, Sixun,Zhang, Yihua,Lehmann, Jochen
, p. 713 - 716 (2008)
In search of safer anti-Alzheimer drugs,...
Synthesis and biological evaluation of tacrine-thiadiazolidinone hybrids as dual acetylcholinesterase inhibitors
Dorronsoro, Isabel,Alonso, Diana,Castro, Ana,Del Monte, Maria,Garcia-Palomero, Esther,Martinez, Ana
, p. 18 - 23 (2005)
The synthesis of tacrine-thiadiazolidino...
Synthesis, physicochemical and biological studies of technetium-99m labeled tacrine derivative as a diagnostic tool for evaluation of cholinesterase level
Gniazdowska, Ewa,Ko?miński, Przemys?aw,Wasek, Marek,Bajda, Marek,Sikora, Joanna,Mikiciuk-Olasik, El?bieta,Szymański, Pawe?
, p. 912 - 920 (2017)
In the present work the synthesis and ph...
NO-donating tacrine hybrid compounds improve scopolamine-induced cognition impairment and show less hepatotoxicity
Fang, Lei,Appenroth, Dorothea,Decker, Michael,Kiehntopf, Michael,Lupp, Amelie,Peng, Sixun,Fleck, Christian,Zhang, Yihua,Lehmann, Jochen
, p. 7666 - 7669 (2008)
A series of tacrine - NO donor hybrid co...
Chiral bistacrine analogues: Synthesis, cholinesterase inhibitory activity and a molecular modeling approach
Lopes, Jo?o P. B.,Da Costa, Jessie S.,Ceschi, Marco A.,Gon?alves, Carlos A. S.,Konrath, Eduardo L.,Karl,Guedes, Isabella A.,Dardenne, Laurent E.
, p. 2218 - 2228 (2017)
Cholinesterase enzymes are important tar...
Design and synthesis of tacrine-phenothiazine hybrids as multitarget drugs for Alzheimer's disease
Hui, Ai-Ling,Chen, Yan,Zhu, Shi-Jing,Gan, Chang-Sheng,Pan, Jian,Zhou, An
, p. 3546 - 3557 (2014)
Tacrine is well-known drug for Alzheimer...
-
Sargent,Small
, p. 359,360, 361 (1946)
-
Synthesis and in-vitro anticancer evaluation of bis-tacrine congeners
Hu
, p. 83 - 88 (2001)
In the search for potential new anticanc...
A ratiometric near-infrared fluorescent probe based on a novel reactive cyanine platform for mitochondrial pH detection
Durocher, Emma,Liu, Haiying,Luck, Rudy L.,Medford, Jerry,Rule, Lexi,Steenwinkel, Tessa E.,Wan, Shulin,Werner, Thomas,Xia, Shuai,Zhang, Yibin
, p. 5150 - 5161 (2021)
A near-infrared reactive cyanine platfor...
Synthesis and bioevaluation of new tacrine-cinnamic acid hybrids as cholinesterase inhibitors against Alzheimer’s disease
Chen, Yao,Zhu, Jie,Mo, Jun,Yang, Hongyu,Jiang, Xueyang,Lin, Hongzhi,Gu, Kai,Pei, Yuqiong,Wu, Liang,Tan, Renxiang,Hou, Jing,Chen, Jingyi,Lv, Yang,Bian, Yaoyao,Sun, Haopeng
, p. 290 - 302 (2018)
Small molecule cholinesterases inhibitor...
Multifunctional tacrine-trolox hybrids for the treatment of Alzheimer's disease with cholinergic, antioxidant, neuroprotective and hepatoprotective properties
Xie, Sai-Sai,Lan, Jin-Shuai,Wang, Xiao-Bing,Jiang, Neng,Dong, Ge,Li, Zhong-Rui,Wang, Kelvin D.G.,Guo, Ping-Ping,Kong, Ling-Yi
, p. 42 - 50 (2015)
Combining tacrine with trolox in a singl...
Design, synthesis and biological evaluation of multifunctional tacrine-curcumin hybrids as new cholinesterase inhibitors with metal ions-chelating and neuroprotective property
Liu, Zhikun,Fang, Lei,Zhang, Huan,Gou, Shaohua,Chen, Li
, p. 2387 - 2398 (2017)
Total sixteen tacrine-curcumin hybrid co...
Synthesis and evaluation of novel arylisoxazoles linked to tacrine moiety: in vitro and in vivo biological activities against Alzheimer’s disease
Rastegari, Arezoo,Safavi, Maliheh,Vafadarnejad, Fahimeh,Najafi, Zahra,Hariri, Roshanak,Bukhari, Syed Nasir Abbas,Iraji, Aida,Edraki, Najmeh,Firuzi, Omidreza,Saeedi, Mina,Mahdavi, Mohammad,Akbarzadeh, Tahmineh
, p. 409 - 428 (2021/07/25)
Abstract: Alzheimer’s disease (AD) is no...
Design and synthesis of novel tacrine-dipicolylamine dimers that are multiple-target-directed ligands with potential to treat Alzheimer's disease
Benjamin Naman, C.,Cui, Wei,Dong, Jiahui,He, Shan,Huang, Xinghan,Jin, Haixiao,Lin, Dongdong,Liu, Fufeng,Liu, Hao,Liu, Zhiwen,Mao, Yuechun,Mou, Chenye,Wang, Ning,Wang, Ze,Wei, Jiaxin,Xie, Yanfei,Yang, Mengxiang,Zhang, Bin,Zhang, Panpan,Zhou, Fei,Zou, Jiamei
supporting information, (2021/10/12)
Alzheimer's disease (AD) is a prevalent ...
Discovery of Novel Tacrine-Pyrimidone Hybrids as Potent Dual AChE/GSK-3 Inhibitors for the Treatment of Alzheimer's Disease
Yao, Hong,Uras, Giuseppe,Zhang, Pengfei,Xu, Shengtao,Yin, Ying,Liu, Jie,Qin, Shuai,Li, Xinuo,Allen, Stephanie,Bai, Renren,Gong, Qi,Zhang, Haiyan,Zhu, Zheying,Xu, Jinyi
supporting information, p. 7483 - 7506 (2021/06/28)
Based on a multitarget strategy, a serie...
5396-30-5 Process route
-
-
108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone
-
-
118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4
anthranilic acid
-
-
5396-30-5
9-chloro-1,2,3,4-tetrahydroacridine
| Conditions | Yield |
|---|---|
|
cyclohexanone; anthranilic acid;
In
toluene;
for 2h;
Reflux;
Dean-Stark;
With
trichlorophosphate;
at 120 ℃;
for 2h;
|
96% |
|
With
trichlorophosphate;
for 2h;
Heating;
|
94% |
|
With
trichlorophosphate;
for 2h;
Heating;
|
94% |
|
With
trichlorophosphate;
at 130 ℃;
|
94% |
|
With
trichlorophosphate;
for 3h;
Reflux;
|
92.2% |
|
With
trichlorophosphate;
Cooling with ice;
Reflux;
|
91% |
|
With
trichlorophosphate;
at 180 ℃;
for 4h;
|
91% |
|
With
trichlorophosphate;
at 180 ℃;
for 3h;
|
91% |
|
With
trichlorophosphate;
at 110 ℃;
for 3h;
Cooling with ice;
|
90% |
|
With
trichlorophosphate;
at 0 - 100 ℃;
for 3h;
|
88% |
|
With
trichlorophosphate;
for 12h;
Reflux;
|
88% |
|
With
trichlorophosphate;
at 115 ℃;
for 5h;
Cooling with ice;
|
86% |
|
With
trichlorophosphate;
Reflux;
|
81% |
|
cyclohexanone; anthranilic acid;
In
toluene;
at 160 ℃;
for 2h;
Dean-Stark;
With
trichlorophosphate;
at 120 ℃;
for 2h;
Dean-Stark;
|
80% |
|
With
trichlorophosphate;
for 4h;
Cooling with ice;
Reflux;
|
78% |
|
With
trichlorophosphate;
for 3h;
Reflux;
|
76% |
|
With
trichlorophosphate;
at 115 ℃;
for 5.08333h;
Cooling with ice;
|
76% |
|
With
trichlorophosphate;
at 0 - 110 ℃;
for 6h;
|
74.3% |
|
With
trichlorophosphate;
for 2h;
Reflux;
|
73% |
|
With
trichlorophosphate;
for 2h;
Heating;
|
71% |
|
With
trichlorophosphate;
Reflux;
Cooling with ice;
|
71.03% |
|
With
trichlorophosphate;
Reflux;
|
71% |
|
With
trichlorophosphate;
Heating;
Inert atmosphere;
|
70% |
|
With
trichlorophosphate;
at 115 ℃;
for 3h;
|
67% |
|
With
trichlorophosphate;
at 115 ℃;
for 3h;
|
67% |
|
With
trichlorophosphate;
at 155 ℃;
for 24h;
Cooling with ice;
|
67% |
|
With
trichlorophosphate;
|
65% |
|
With
trichlorophosphate;
In
neat (no solvent);
at 115 ℃;
|
63% |
|
With
trichlorophosphate;
for 3h;
Cooling with ice;
Reflux;
|
62% |
|
With
trichlorophosphate;
at 0 ℃;
for 3h;
Reflux;
|
62% |
|
With
trichlorophosphate;
at 0 ℃;
for 3h;
Reflux;
|
62% |
|
With
trichlorophosphate;
for 4h;
|
61% |
|
With
trichlorophosphate;
Reflux;
|
60% |
|
With
trichlorophosphate;
for 3h;
Reflux;
|
60% |
|
With
trichlorophosphate;
for 1h;
Reflux;
|
57% |
|
With
trichlorophosphate;
at 110 ℃;
for 3h;
Cooling with ice;
|
56.3% |
|
With
trichlorophosphate;
for 12h;
Reflux;
|
52% |
|
cyclohexanone; anthranilic acid;
With
trichlorophosphate;
at 0 ℃;
for 0.0833333h;
at 120 ℃;
for 2.5h;
Molecular sieve;
|
51% |
|
With
trichlorophosphate;
for 5h;
Reflux;
Cooling with ice;
|
49% |
|
With
trichlorophosphate;
at 0 ℃;
for 2h;
Reflux;
|
48% |
|
With
trichlorophosphate;
at 100 ℃;
for 3h;
Cooling with ice;
|
45% |
|
cyclohexanone; anthranilic acid;
In
1,4-dioxane;
at 20 ℃;
for 1h;
Inert atmosphere;
With
trichlorophosphate;
In
1,4-dioxane;
at 0 - 80 ℃;
for 8.5h;
Inert atmosphere;
|
43% |
|
With
trichlorophosphate;
at 110 ℃;
for 3h;
Cooling with ice;
|
27% |
|
With
trichlorophosphate;
for 3h;
Heating;
|
|
|
With
trichlorophosphate;
for 3h;
Reflux;
|
|
|
With
trichlorophosphate;
Reflux;
Inert atmosphere;
|
|
|
With
trichlorophosphate;
at 0 ℃;
Reflux;
|
|
|
With
trichlorophosphate;
|
|
|
With
trichlorophosphate;
for 3h;
Reflux;
|
|
|
With
trichlorophosphate;
for 3h;
Reflux;
|
|
|
With
trichlorophosphate;
for 4h;
Reflux;
|
|
|
With
trichlorophosphate;
for 3h;
Reflux;
|
|
|
With
trichlorophosphate;
at 0 ℃;
for 16h;
Inert atmosphere;
Reflux;
|
|
|
With
trichlorophosphate;
at 0 ℃;
Reflux;
|
|
|
With
trichlorophosphate;
at 180 ℃;
for 3h;
Reflux;
|
|
|
With
trichlorophosphate;
for 3h;
Cooling with ice;
Reflux;
|
|
|
With
trichlorophosphate;
Reflux;
|
|
|
With
trichlorophosphate;
for 3h;
Reflux;
|
|
|
With
trichlorophosphate;
at 180 ℃;
for 4h;
|
|
|
With
trichlorophosphate;
Heating;
|
|
|
With
trichlorophosphate;
for 6h;
Reflux;
|
|
|
With
trichlorophosphate;
at 115 ℃;
for 3h;
regioselective reaction;
|
|
|
With
trichlorophosphate;
for 3h;
Reflux;
|
|
|
With
trichlorophosphate;
at 115 ℃;
for 5h;
|
|
|
With
trichlorophosphate;
at 180 ℃;
for 3h;
|
|
|
With
trichlorophosphate;
for 3h;
Reflux;
|
|
|
With
trichlorophosphate;
for 2h;
Reflux;
|
|
|
With
trichlorophosphate;
|
|
|
With
trichlorophosphate;
at 100 ℃;
for 6h;
Cooling with ice;
|
3 g |
|
With
trichlorophosphate;
at 115 ℃;
Cooling with ice;
|
|
|
With
trichlorophosphate;
|
|
|
With
trichlorophosphate;
Reflux;
|
|
|
With
trichlorophosphate;
for 3h;
Resolution of racemate;
|
|
|
With
trichlorophosphate;
at 115 ℃;
for 3.08333h;
Cooling with ice;
|
-
-
13161-85-8
1,2,3,4,9,10-hexahydroacridin-9-one
-
-
5396-30-5
9-chloro-1,2,3,4-tetrahydroacridine
| Conditions | Yield |
|---|---|
|
With
trichlorophosphate;
for 3h;
Heating;
|
100% |
|
With
trichlorophosphate;
for 1h;
Inert atmosphere;
Reflux;
|
100% |
|
With
trichlorophosphate;
at 120 ℃;
for 2h;
|
91% |
|
With
trichlorophosphate;
at 120 ℃;
for 2h;
|
85% |
|
With
trichlorophosphate;
Heating;
|
75% |
|
With
trichlorophosphate;
for 3h;
Heating;
|
|
|
With
trichlorophosphate;
at 125 - 130 ℃;
for 1h;
|
5396-30-5 Upstream products
-
56717-04-5
4-hydroxy-2,3-(tetramethylene)quinoline
-
13161-85-8
1,2,3,4,9,10-hexahydroacridin-9-one
-
96447-10-8
spiro<2H-3,1-benzoxazine-2,1'-cyclohexan>-4(1H)-one
-
10026-13-8
phosphorus pentachloride
5396-30-5 Downstream products
-
5782-90-1
9-(1-piperidinyl)-1,2,3,4-tetrahydroacridine
-
7032-37-3
4-Morpholino-2,3-tetramethylenequinoline
-
79000-43-4
9-phenoxy-1,2,3,4-tetrahydro-acridine
-
321-64-2
tacrin
9-CHLORO-1,2,3,4-TETRAHYDROACRIDINE
CAS:5396-30-5
Purity:99%
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