2-Aminopurine - ≥98% , CAS No.452-06-2

CAS: 452-06-2 Cat. No.: A113172 Molecular Weight: 135.13 Beilstein Registry Number: 26(3/4)3559 EC Number: 207-197-4

GRADE & PURITY ≥98%

Synonyms

2-AP | AKOS006220998 | 2'-amino-purine | 2-aminopurine | NSC24129 | NSC-24129 | PD044966 | 2-amino purine | HY-W012642 | NSC 24129 | AC-13347 | 2BP | DTXSID40196416 | SQ 22,451 | SQ 22451 | 1H-PURIN-2-AMINE | MLS001333096 | 7H-Purin-2-ylamine | 9H-Purin-2

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

2-Aminopurine (2-AP) is used to specifically inhibit double-stranded RNA-dependent protein kinase, protein kinase R (PKR).

 Product Application：

2-Aminopurine has been used to inhibit eukaryotic initiation factor-2α (eIF2α)-phosphorylation of osteoarthritis (OA) chondrocytes. 2-Aminopurine (2-AP) is used to specifically inhibit double-stranded RNA-dependent protein kinase, protein kinase R (PKR).

Specifications

Synonyms

2-AP | AKOS006220998 | 2'-amino-purine | 2-aminopurine | NSC24129 | NSC-24129 | PD044966 | 2-amino purine | HY-W012642 | NSC 24129 | AC-13347 | 2BP | DTXSID40196416 | SQ 22, 451 | SQ 22451 | 1H-PURIN-2-AMINE | MLS001333096 | 7H-Purin-2-ylamine | 9H-Purin-2

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

2-Aminopurine (2AP) is an analog of guanosine and adenosine, which can base pair with cytosine and thymine. It is used as a fluorescent probe in nucleic acid structure and dynamics. 2-Aminopurine (2-AP) inhibits double-stranded RNA-dependent protein kinas

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488181055
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488181055
• Canonical Smiles: C1=C2C(=NC(=N1)N)N=CN2
• IUPAC Name: 7H-purin-2-amine
• InChIKey: MWBWWFOAEOYUST-UHFFFAOYSA-N
• INCHI: 1S/C5H5N5/c6-5-7-1-3-4(10-5)9-2-8-3/h1-2H,(H3,6,7,8,9,10)
• Isomeric SMILES: C1=C2C(=NC(=N1)N)N=CN2
• WGK Germany: 3
• RTECS: UO7475000
• Molecular Weight: 135.13
• Beilstein: 26(3/4)3559
• Reaxy-Rn: 5053
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5053&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Imidazopyrimidines
      • Subclass Purines and purine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Imidazopyrimidines
• Subclass: Purines and purine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Purines and purine derivatives
• Alternative Parents: Pyrimidines and pyrimidine derivatives Imidazoles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine - Pyrimidine - Heteroaromatic compound - Imidazole - Azole - 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 purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring.
• External Descriptors: nucleobase analogue - 2-aminopurines

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)

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

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

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

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

GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)

Discover Target: GNAS

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

IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)

Discover Target: IDH1

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

PI4K2A Tbio Phosphatidylinositol 4-kinase, PI4K (160 Activities)

Discover Target: PI4K2A

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

TARDBP Tchem TAR DNA-binding protein 43 (40113 Activities)

Discover Target: TARDBP

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

Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)

Discover Target: ampC

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

PYGM Glycogen phosphorylase, muscle form (1331 Activities)

Discover Target: PYGM

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

Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

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

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 280-282°C
• Molecular Weight: 135.130 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 135.054 Da
• Monoisotopic Mass: 135.054 Da
• Topological Polar Surface Area: 80.500 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 127.000
• 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. Meng Tian, Zhenhua Li, Ruihong Song, Yingxian Li, Chengang Guo, Yujie Sha, Wanling Cui, Shicai Xu, Guodong Hu, Jihua Wang.  (2019)  Graphene biosensor as affinity biosensors for biorecognition between Guanine riboswitch and ligand.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2019.144303]

2. Yi Yan, Zifang Peng, Luyan Meng, Wenfen Zhang, Chuan-Fan Ding, Shusheng Zhang.  (2025)  One-step synthesis of high-hydrophilic hydrothermal spheres for N-glycosylated peptides and exosomes analysis in diabetes serum.  JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES,      [PMID:40743645] [10.1016/j.jchromb.2025.124748]