2-Aminoquinoline - ≥97%(GC) , CAS No.580-22-3

CAS: 580-22-3 Cat. No.: A136404 Molecular Weight: 144.17 Beilstein Registry Number: 22(3/4)4587 EC Number: 209-458-8

GRADE & PURITY ≥97%(GC)

Synonyms

Quinolinamine | STL554678 | 1,2-Dihydroquinolin-2-imine | CCRIS 1677 | FT-0632430 | Q209310 | BDBM14322 | NSC58387 | NSC-58387 | 5-22-10-00220 (Beilstein Handbook Reference) | GR9M8HW75Z | J-400243 | A831703 | AKOS000279069 | EINECS 209-458-8 | NCGC001882

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

Quinolinamine | STL554678 | 1, 2-Dihydroquinolin-2-imine | CCRIS 1677 | FT-0632430 | Q209310 | BDBM14322 | NSC58387 | NSC-58387 | 5-22-10-00220 (Beilstein Handbook Reference) | GR9M8HW75Z | J-400243 | A831703 | AKOS000279069 | EINECS 209-458-8 | NCGC001882

Specifications & Purity

≥97%(GC)

Storage

Room temperature

Shipped In

Normal

Action Type

INHIBITOR

Purity

≥97%(GC)

Names and Identifiers

• Pubchem Sid: 488181324
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488181324
• Canonical Smiles: C1=CC=C2C(=C1)C=CC(=N2)N
• IUPAC Name: quinolin-2-amine
• InChIKey: GCMNJUJAKQGROZ-UHFFFAOYSA-N
• INCHI: 1S/C9H8N2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H,(H2,10,11)
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC(=N2)N
• WGK Germany: 3
• RTECS: VA9621800
• Molecular Weight: 144.17
• Beilstein: 22(3/4)4587
• Reaxy-Rn: 113163
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=113163&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Quinolines and derivatives
      • Subclass Aminoquinolines and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Aminoquinolines and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Aminoquinolines and derivatives
• Alternative Parents: Aminopyridines and derivatives Imidolactams Benzenoids Heteroaromatic compounds Azacyclic compounds Primary amines Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Aminoquinoline - Aminopyridine - Imidolactam - Benzenoid - Pyridine - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as aminoquinolines and derivatives. These are organic compounds containing an amino group attached to a quinoline ring system.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

NOS1 Tchem Nitric-oxide synthase, brain (1786 Activities)

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NOS3 Tchem Nitric-oxide synthase, endothelial (1452 Activities)

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FYN Tclin Tyrosine-protein kinase FYN (5308 Activities)

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HCK Tclin Tyrosine-protein kinase HCK (2743 Activities)

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BACE1 Tchem Beta-secretase 1 (15641 Activities)

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HepG2 (196354 Activities)

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NCK1 Tbio Nck adaptor protein 1 (4 Activities)

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QPCT Tchem Glutaminyl-peptide cyclotransferase (1121 Activities)

Discover Target: QPCT

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SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)

Discover Target: SMAD3

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NCF1 Tbio Neutrophil cytosol factor 1 (245 Activities)

Discover Target: NCF1

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NOS1 Tchem Nitric oxide sythases; iNOS & nNOS (685 Activities)

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Associated Targets(non-human)

Histidine-rich protein (528 Activities)

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Nos2 Nitric oxide synthase, inducible (3573 Activities)

Discover Target: Nos2

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Tec Tyrosine-protein kinase TEC (25 Activities)

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Plasmodium falciparum (966862 Activities)

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Ferriprotoporphyrin IX (165 Activities)

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Nippostrongylus brasiliensis (122 Activities)

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Flavobacterium johnsoniae (2 Activities)

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Aspergillus inflatus (2 Activities)

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Streptomyces galilaeus (2 Activities)

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Htr2b Serotonin 2 (5-HT2) receptor (2078 Activities)

Discover Target: Htr2b

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in chloroform, hot water, and methanol.
• Melt Point(°C): 131 °C
• Molecular Weight: 144.170 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 144.069 Da
• Monoisotopic Mass: 144.069 Da
• Topological Polar Surface Area: 38.900 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 136.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Chenglong Ji, Yuncai Gao, Yulu Wang, Ran Li, Yu-e Shi, Zhenguang Wang, Yongqing Zhai.  (2024)  Regulating Room-Temperature Phosphorescence of Organic Luminophores Through Stepwise Stabilization by Coordination and In-Situ Precipitation Reaction.  CHEMISTRY-A EUROPEAN JOURNAL,      [PMID:39567256] [10.1002/chem.202403829]

2. Tiantian Wang, Yanli Zhou, Lantao Liu, Hui Dong, Yinghan Xu, Yidan Sun, Yaocun Yue, Jiaqing Tian, Maotian Xu.  (2025)  An immunobiosensor based on chelate-ring-containing iridium(III) complexes for electrochemiluminescence determination of TNF-α.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.114944]

3. Xiaoming Zhang, Bihao Zhuang, Qinglin Meng, Ziqiao Wu, Zhiyan Yi, Panheng Wang, Jiandong Fan, Jiayi Li, Wenzhe Li.  (2025)  Inner-Structure and Outer-Pressure Synergistically Trigger Highly Efficient Luminescence in Antimony Based Perovskites.  Journal of Materials Chemistry C,      [PMID:] [10.1039/D5TC01874A]

4. Jiarui Li, Shuai Tang, Hao Wang, Xinhua Guo.  (2025)  A rationally designed MALDI-TOF MS probe for rapid quantitative analysis of carboxylesterase activity.  Analytical Methods,      [PMID:40576044] [10.1039/D5AY00610D]