2-Amino-6-chloropurine - ≥98% , CAS No.10310-21-1

CAS: 10310-21-1 Cat. No.: A110139 Molecular Weight: 169.57 Beilstein Registry Number: 9626 EC Number: 233-686-7

GRADE & PURITY ≥98%

Synonyms

6-Chloroguanine

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

6-Chloroguanine

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=NC2=C(N1)C(=NC(=N2)N)Cl
• IUPAC Name: 6-chloro-7H-purin-2-amine
• InChIKey: RYYIULNRIVUMTQ-UHFFFAOYSA-N
• INCHI: 1S/C5H4ClN5/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H3,7,8,9,10,11)
• Isomeric SMILES: C1=NC2=C(N1)C(=NC(=N2)N)Cl
• WGK Germany: 3
• RTECS: UO7502000
• Molecular Weight: 169.57
• Beilstein: 9626
• Reaxy-Rn: 9626
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9626&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: Halopyrimidines Aminopyrimidines and derivatives Aryl chlorides Imidazoles Heteroaromatic compounds Azacyclic compounds Primary amines Organopnictogen compounds Organochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine - Aminopyrimidine - Halopyrimidine - Aryl chloride - Aryl halide - Pyrimidine - Imidazole - Azole - Heteroaromatic compound - Azacycle - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Organochloride - Organohalogen compound - Organopnictogen compound - Organic nitrogen compound - Amine - 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: organochlorine compound - 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)

DPP4 Tclin Dipeptidyl peptidase 4 (1 Activities)

Discover Target: DPP4

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

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

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

HPRT1 Tchem Hypoxanthine-guanine phosphoribosyltransferase (369 Activities)

Discover Target: HPRT1

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

Associated Targets(non-human)

DPP4 Dipeptidyl peptidase IV (11 Activities)

Discover Target: DPP4

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

Plasmodium falciparum (966862 Activities)

Explore this target

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

J774.A1 (2436 Activities)

Explore this target

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

Bacillus anthracis (2936 Activities)

Explore this target

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): ＞300°C
• Molecular Weight: 169.570 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 169.016 Da
• Monoisotopic Mass: 169.016 Da
• Topological Polar Surface Area: 80.500 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 154.000
• 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. Guangrong Sun, Pei Guo, Han Yeong Kaw, Meijiao Zhou, Wei Wang.  (2023)  Uncovering an Emerging Group of Halogenated Nucleobase-Derived Disinfection Byproducts in Drinking Water: Prioritization of the Highly Cytotoxic 2-Chloroadenine.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,      [PMID:37232460] [10.1021/acs.est.3c01484]

2. 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]

3. Haobo Han, Wenqi Chen, Jiebing Yang, Jiayuan Zhang, Quanshun Li, Yan Yang.  (2018)  2-Amino-6-chloropurine-modified polyamidoamine-mediated p53 gene transfection to achieve anti-tumor efficacy.  NEW JOURNAL OF CHEMISTRY,  42  (16): (13375-13381).  [PMID:] [10.1039/C8NJ01870G]

4. Haobo Han, Jiebing Yang, Yudi Wang, Wenqi Chen, Jiawen Chen, Yan Yang, Quanshun Li.  (2017)  Nucleobase-modified polyamidoamine-mediated miR-23b delivery to inhibit the proliferation and migration of lung cancer.  Biomaterials Science,  5  (11): (2268-2275).  [PMID:28976503] [10.1039/C7BM00599G]

5. Liu Hongmei, Chang Hong, Lv Jia, Jiang Cong, Li Zhenxi, Wang Fei, Wang Hui, Wang Mingming, Liu Chongyi, Wang Xinyu, Shao Naimin, He Bingwei, Shen Wanwan, Zhang Qiang, Cheng Yiyun.  (2016)  Screening of efficient siRNA carriers in a library of surface-engineered dendrimers.  Scientific Reports,  6  (1): (1-11).  [PMID:27121799] [10.1038/srep25069]

6. Hui Wang, Haifeng Wei, Quan Huang, Hongmei Liu, Jingjing Hu, Yiyun Cheng, Jianru Xiao.  (2015)  Nucleobase-modified dendrimers as nonviral vectors for efficient and low cytotoxic gene delivery.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:26613860] [10.1016/j.colsurfb.2015.11.015]