2-Amino-9H-pyrido[2-3-b]indole - ≥98% , CAS No.26148-68-5

CAS: 26148-68-5 Cat. No.: A169118 Molecular Weight: 183.21 EC Number: 811-637-6

GRADE & PURITY ≥98%

Synonyms

HSDB 7086 | 2-Amino-a-carboline | BRN 0744369 | CCRIS 38 | AMINO-9H-PYRIDO(2,3-B)INDOLE, 2- | J-016280 | 9H-PYRIDO(2,3-B)INDOL-2-AMINE | FJTNLJLPLJDTRM-UHFFFAOYSA-N | 2-AMINO-9H-PYRIDO(2,3-B)INDOLE [HSDB] | A818215 | Q27155854 | 2-Amino-alpha-carboline;Aa

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

HSDB 7086 | 2-Amino-a-carboline | BRN 0744369 | CCRIS 38 | AMINO-9H-PYRIDO(2, 3-B)INDOLE, 2- | J-016280 | 9H-PYRIDO(2, 3-B)INDOL-2-AMINE | FJTNLJLPLJDTRM-UHFFFAOYSA-N | 2-AMINO-9H-PYRIDO(2, 3-B)INDOLE [HSDB] | A818215 | Q27155854 | 2-Amino-alpha-carboline;Aa

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

AαC (2-Amino-9H-pyrido[2-3-b]indole) is a potential human carcinogen, which is generated by the combustion of tobacco, or by pyrolysis of protein. AαC potentially contributes to liver or digestive tract cancers. Inside body AαC is metabolized to intermedi

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC=C2C(=C1)C3=C(N2)N=C(C=C3)N
• IUPAC Name: 9H-pyrido[2,3-b]indol-2-amine
• InChIKey: FJTNLJLPLJDTRM-UHFFFAOYSA-N
• INCHI: 1S/C11H9N3/c12-10-6-5-8-7-3-1-2-4-9(7)13-11(8)14-10/h1-6H,(H3,12,13,14)
• Isomeric SMILES: C1=CC=C2C(=C1)C3=C(N2)N=C(C=C3)N
• Molecular Weight: 183.21
• Reaxy-Rn: 744369
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=744369&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Pyridoindoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Pyridoindoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Alpha carbolines
• Alternative Parents: Pyrrolopyridines Indoles Pyridines and derivatives Imidolactams Benzenoids Pyrroles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-carboline - Pyrrolopyridine - Indole - Imidolactam - Benzenoid - Pyridine - Heteroaromatic compound - Pyrrole - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha carbolines. These are organic compounds containing a pyrido[2,3-b]indole core (which is a pyridine fused to an indole).
• External Descriptors: pyridoindole

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)

CA5A Tclin Carbonic anhydrase 5A, mitochondrial (1 Activities)

Discover Target: CA5A

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

CA2 Tclin Carbonic anhydrase II (17698 Activities)

Discover Target: CA2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA1 Tclin Carbonic anhydrase I (13240 Activities)

Discover Target: CA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Air Sensitive,Heat Sensitive
• Boil Point(°C): 441 °C
• Melt Point(°C): 201 °C
• Molecular Weight: 183.210 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 183.08 Da
• Monoisotopic Mass: 183.08 Da
• Topological Polar Surface Area: 54.700 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 219.000
• 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. Peijian Sun, Yipeng Wang, Song Yang, Xuehui Sun, Bin Peng, Lining Pan, Yunzhen Jia, Xiaobing Zhang, Cong Nie.  (2023)  Molecularly Imprinted Polymer Nanospheres with Hydrophilic Shells for Efficient Molecular Recognition of Heterocyclic Aromatic Amines in Aqueous Solution.  MOLECULES,  28  (5): (2052).  [PMID:36903298] [10.3390/molecules28052052]

2. Xiaohan Zang, Yongcheng Wang, Cong Han, Lishuang Cui, Haojie Liu, Shuimiao Tian, Kechun Liu, Peihai Li, Chen Sun, Qing Xia, Yun Zhang.  (2024)  2-Acetamidophenol (2-AAP) Suppresses the Progression of Atherosclerosis by Alleviating Hyperlipidemia and Attenuating the Ferroptosis Pathway.  Marine Drugs,  22  (11): (513).  [PMID:39590793] [10.3390/md22110513]

3. Junhao Cui, Zhiyang Zhao, Yongqi Ren, Bailong Chen, Chase Rheinlander, Antonio Xavier Moore, Longzhi Li.  (2024)  Excellent cycle stability of Fe loaded on N-doped activated carbon for microwave hydrogenolysis of lignin.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.158001]

4. Hina Ramzan, Faiqa Nadeem, Muhammad Usman, Muhammad Shahzaib, Muneeb Ur Rahman, Fuhua Shen, Zhiping Zhang, Reeta Rani Singhania, Farzana Jabeen, Waheed Afzal, Nadeem Tahir.  (2024)  Investigating the quantum size effects of multi-walled carbon nanotubes (MWCNTs) in photocatalytic fermentative biohydrogen production.  Journal of Cleaner Production,      [PMID:] [10.1016/j.jclepro.2024.141738]

5. Xiaobo Li, Kaifeng Yang, Fangming Han, Yafeng Jin, Haonan Zhang, Heng Gao.  (2024)  Simultaneous and sensitive detection of dopamine and acetaminophen at a glassy carbon electrode modified with a carbonized-ZIF-67/Super P nanocomposite.  NEW JOURNAL OF CHEMISTRY,  48  (7): (3294-3303).  [PMID:] [10.1039/D3NJ05135H]

6. Jie Kang, Jiangyi Di, Hao Zhang, Yuting Hao, Yongqin Guo, Zixin Tian, Shuang Zhao.  (2024)  Simultaneous voltammetric detection of acetaminophen and levofloxacin based on barley leaves derived carbon decorated with gold nanoparticles.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2024.111335]

7. Yu-Ting Cao, Shuai-Wei Lu, Yu-hang Zhou, Jun Wei.  (2024)  The synthesis and research of a novel organosilicon-modified waterborne blocked polyisocyanate crosslinker with a semi-interpenetrating network structure.  PROGRESS IN ORGANIC COATINGS,      [PMID:] [10.1016/j.porgcoat.2024.108413]