6-Chloropurine - 10mM in DMSO , CAS No.87-42-3

CAS: 87-42-3 Cat. No.: C426607 Peso molecular: 154.56 Beilstein Registry Number: 5774 Número EC: 201-745-6

GRADE & PURITY 10mM in DMSO

Synonyms

6-Chloropurine, >=99% | OH8700156W | SK 6048 | 6-Chloropurine, crystalline | J-514884 | 6-Chloropurin-9-yl | W-104024 | AB02899 | HY-Y0247 | InChI=1/C5H3ClN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10) | STR05267 | 6-Chloro-1H-purine | Caswell No. 860 |

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Descripción general

6-Chloropurine (6-CIPH), a 6-substituted purine derivative, is an antileukemic drug. It can be prepared by the chlorination of hypoxanthine with phosphorus oxychloride in the presence of dimethylaniline.The NMR-based conformational analysis of the products formed during the reaction of 6-CIPH with 3,4-di-O-acetyl-D-xylal and 3,4-di-O-acetyl-L-arabinal have been reported.6-CIPH can undergo palladium-catalyzed cross coupling with organostannanes at 6-position to form the corresponding arylated or alkylated products.

Specifications

Sinónimos

6-Chloropurine, >=99% | OH8700156W | SK 6048 | 6-Chloropurine, crystalline | J-514884 | 6-Chloropurin-9-yl | W-104024 | AB02899 | HY-Y0247 | InChI=1/C5H3ClN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H, (H, 7, 8, 9, 10) | STR05267 | 6-Chloro-1H-purine | Caswell No. 860 |

Especificaciones y pureza

10mM in DMSO

Condiciones de almacenamiento de almacenamiento

Store at -80°C

Enviado en

Dry ice packs + Cold packs

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nombres e identificadores

• Sonrisas canónicas: C1=NC2=C(N1)C(=NC=N2)Cl
• IUPAC Name: 6-chloro-7H-purine
• InChIKey: ZKBQDFAWXLTYKS-UHFFFAOYSA-N
• INCHI: 1S/C5H3ClN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10)
• Isómeros SMILES: C1=NC2=C(N1)C(=NC=N2)Cl
• WGK Alemania: 3
• RTECS: UO7520000
• Peso molecular: 154.56
• Beilstein: 5774
• Reaxy-Rn: 5774
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=5774&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Imidazopyrimidines
• Subclass: Purines and purine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Purines and purine derivatives
• Alternative Parents: Halopyrimidines Aryl chlorides Imidazoles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine - Halopyrimidine - Aryl chloride - Aryl halide - Pyrimidine - Azole - Imidazole - Heteroaromatic compound - Azacycle - Organochloride - Organohalogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organonitrogen compound - Organopnictogen compound - Aromatic heteropolycyclic compound
• Descripción: 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: a small molecule

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

Objetivos asociados (humanos)

CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

Discover Target: CYP3A4

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

Mecanismos de acción

Propiedades químicas y físicas

• Punto de fusión (°C): >300℃
• Peso molecular: 154.560 g/mol
• XLogP3: 1.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 154.005 Da
• Monoisotopic Mass: 154.005 Da
• Topological Polar Surface Area: 54.500 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 131.000
• 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

Referencias

1. 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]

2. 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]

3. Qinyi Zhang, Jiaqi Liang, Junyi Zhang, Zhidong Chang, Yanjun Zhao, Changyan Sun.  (2025)  Highly sensitive fluorescence detection of ferulic acid in food using a Zn-MOF based fluorescent probe.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:40913841] [10.1016/j.saa.2025.126901]