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2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLIN-9-YLAMINE, also known as 9-amino-tetrahydroquinoline, is a chemical compound with potential pharmaceutical applications. It belongs to the class of organic compounds known as indolines, which are cyclic compounds containing an indole moiety, consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. 2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLIN-9-YLAMINE has been studied for its potential use as a building block in the synthesis of various biologically active molecules and pharmaceuticals. It is also being investigated for its potential pharmacological activities, such as its anti-inflammatory and anti-cancer properties. Further research is needed to fully understand and harness the potential of this chemical.

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  • 18528-78-4 Structure
  • Basic information

    1. Product Name: 2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLIN-9-YLAMINE
    2. Synonyms: 3-Dihydro-1H-cyclopenta[b]quinolin-9-ylaMine;1H-Cyclopenta[b]quinolin-9-aMine, 2,3-dihydro-;1H,2H,3H-cyclopenta[b]quinolin-9-aMine;9-AMino-2,3-dihydro-1H-cyclopenta[b]quinoline;2,3-dihydro-9-amino-1h-cyclopenta(b)quinolin;2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLIN-9-YLAMINE;2,3-Dihydro-1H-cyclopenta[b]quinolin-9-amine
    3. CAS NO:18528-78-4
    4. Molecular Formula: C12H12N2
    5. Molecular Weight: 184.24
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 18528-78-4.mol
  • Chemical Properties

    1. Melting Point: 175-176 °C
    2. Boiling Point: 394.5 °C at 760 mmHg
    3. Flash Point: 221 °C
    4. Appearance: /
    5. Density: 1.243 g/cm3
    6. Vapor Pressure: 1.97E-06mmHg at 25°C
    7. Refractive Index: 1.721
    8. Storage Temp.: 2-8°C(protect from light)
    9. Solubility: N/A
    10. PKA: 9.65±0.20(Predicted)
    11. CAS DataBase Reference: 2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLIN-9-YLAMINE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLIN-9-YLAMINE(18528-78-4)
    13. EPA Substance Registry System: 2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLIN-9-YLAMINE(18528-78-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 18528-78-4(Hazardous Substances Data)

18528-78-4 Usage

Uses

Used in Pharmaceutical Industry:
2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLIN-9-YLAMINE is used as a building block for the synthesis of biologically active molecules and pharmaceuticals due to its unique chemical structure and potential to be incorporated into various drug candidates.
Used in Anti-inflammatory Applications:
2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLIN-9-YLAMINE is used as an anti-inflammatory agent for its potential to modulate inflammatory pathways and alleviate inflammation-related conditions.
Used in Anti-cancer Applications:
2,3-DIHYDRO-1H-CYCLOPENTA[B]QUINOLIN-9-YLAMINE is used as an anti-cancer agent for its potential to target and inhibit cancer cell growth and proliferation, as well as its ability to enhance the efficacy of conventional chemotherapeutic drugs.

Check Digit Verification of cas no

The CAS Registry Mumber 18528-78-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,5,2 and 8 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 18528-78:
(7*1)+(6*8)+(5*5)+(4*2)+(3*8)+(2*7)+(1*8)=134
134 % 10 = 4
So 18528-78-4 is a valid CAS Registry Number.
InChI:InChI=1/C12H12N2/c13-12-8-4-1-2-6-10(8)14-11-7-3-5-9(11)12/h1-2,4,6H,3,5,7H2,(H2,13,14)

18528-78-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,3-dihydro-1H-cyclopenta[b]quinolin-9-amine

1.2 Other means of identification

Product number -
Other names 2,3-Dihydro-1H-cyclopenta[b]chinolin-9-ylamin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18528-78-4 SDS

18528-78-4Downstream Products

18528-78-4Related news

Design, synthesis, and biological evaluation of substituted 2,3-dihydro-1H-cyclopenta[b]quinolin-9-ylamine related compounds as fructose-1,6-bisphosphatase inhibitors09/05/2019

In a search for structurally new inhibitors of fructose-1,6-bisphosphatase (F16BPase), substituted 2,3-dihydro-1H-cyclopenta[b]quinoline derivatives were synthesized. It has been shown that the 2,3-dihydro-1H-cyclopenta[b]quinoline moiety may represent a suitable scaffold for the synthesis of po...detailed

18528-78-4Relevant articles and documents

Design, Synthesis and Biological Evaluation of New Cycloalkyl Fused Quinolines Tethered to Isatin Schiff Bases as Cholinesterase Inhibitors

Akkinepally, Raghuramrao,Garige, Anil Kumar,Garlapati, Achaiah,Kulkarni, Ravindra,Macha, Baswaraju,Palabindala, Rambabu

, p. 167 - 186 (2022/02/02)

Aims and Objective: Alzheimer’s disease is now a most prevalent neurodegenerative disease of central nervous system leading to dementia in elderly population. Numerous pathological changes have been associated in the progression of Alzheimer’s disease. On

A concise construction of polycyclic quinolines via annulation of ω-cyano-1-alkynes with diaryliodonium salts

Wang, Yong,Chen, Chao,Zhang, Shu,Lou, Zhenbang,Su, Xiang,Wen, Lirong,Li, Ming

supporting information, p. 4794 - 4797 (2013/10/08)

A concise construction of polycyclic quinolines via intramolecular [2 + 2 + 2] annulation of ω-cyano-1-alkynes with diaryliodonium salts was realized. The process produced polycyclic quinolines in high yields with readily available staring materials and was tolerated with halogen substituents.

The divergent transformations of aromatic o-aminonitrile with carbonyl compound

Tang, Jianhong,Li, Jiarong,Zhang, Lijun,Ma, Shuling,Shi, Daxin,Zhang, Qi,Yang, Liupan,Wang, Xiuzhen,Liu, Xuan,Liu, Change

experimental part, p. 533 - 542 (2012/08/27)

A modified Friedlaender conversion of the cyclocondensation of aromatic o-aminonitriles with carbonyl compounds was discovered. Systematic studies reveal that both the new transformation and the classic Friedlaender annulation in the presence of ZnCl2 constitute a pair of divergent reaction, and thecontrolled PDF transformation of this divergent reaction was achieved in the present of bases.

Sulfuric acid-modified PEG-6000 (PEG-OSO3H): An efficient, bio-degradable and reusable polymeric catalyst for the solvent-free synthesis of poly-substituted quinolines under microwave irradiation

Hasaninejad, Alireza,Zare, Abdolkarim,Shekouhy, Mohsen,Ameri-Rad, Javad

experimental part, p. 958 - 964 (2011/05/12)

Sulfuric acid-modified polyethylene glycol 6000 (PEG-OSO3H) is applied as an efficient and eco-friendly polymeric catalyst for Friedlaender synthesis of poly-substituted quinolines from 2-aminoaryl ketones (or anthranilonitrile) and carbonyl compounds possessing a reactive methylene group under microwave irradiation and solvent-free conditions. The reactions are completed in short times, and the products are obtained in good to excellent yields. The Royal Society of Chemistry.

Novel tacrine analogues for potential use against Alzheimer's disease: Potent and selective acetylcholinesterase inhibitors and 5-HT uptake inhibitors

McKenna, Maureen T.,Proctor, George R.,Young, Louise C.,Harvey, Alan L.

, p. 3516 - 3523 (2007/10/03)

Several novel analogues of tactine have been synthesized and tested for their ability to inhibit acetylcholinesterase, butyrylcholinesterase, and neuronal uptake of 5-HT (serotonin) and noradrenaline. Changes in the size of the carbocyclic ring of tactine produced modest potency against cholinesterase enzymes. Addition of a fourth ring resulted in compounds with marked selectivity for acetylcholinesterase (AChE) over butyrylcholinesterase [BChE): e.g. 6-amino-4,5-benzo-5H-cyclopenta[1,2-b]-quinoline (14a) had an IC50 of 0.35μM against AChE and 3.1 μM against BChE. Some tetracyclic compounds are 100-400 times more active than tacrine as inhibitors of neuronal uptake of serotonin, in particular 13-amino-6,7-dihydro-5H- benzo[3,4]cyclohepta[1,2-b]quinoline (18), which had an IC50 of 20 nM. These compounds would be expected to facilitate both cholinergic and monoaminergic transmission. They should be worth investigating in models of memory impairment.

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