2-Amino-6-methylmercaptopurine - ≥95% , CAS No.1198-47-6

CAS: 1198-47-6 Cat. No.: A166390 Molecular Weight: 181.22 EC Number: 214-833-4

GRADE & PURITY ≥95%

Synonyms

Oprea1_233867 | CCG-53733 | thioguanine S-methylether | 2-Amino-6-methylthiopurine | S6-Methyl-6-thioguanine | QNV75HJN3A | 6-(methylsulfanyl)-7H-purin-2-amine | 6-methylsulfanyl-7H-purin-2-amine | NSC 29420 | NSC29420 | NSC-29420 | HMS608L06 | 2-Amino-6-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

2-Amino-6-methylmercaptopurine is a 2-amino-6-alkyldithiopurine that has been used with other 6-position carbon analogues to study brain specific diazepam binding.

2-Amino-6-methylmercaptopurine (6-MTG) has been used as a supplement in Dulbecco′s modified Eagles medium (DMEM) medium for the selection of gpt-expressing recombinant virus mCMVhMIEPE-gpt.lacZ (cytomegalovirus major immediate-early promotor-enhancer complex-gpt.lacz). It has also been used as a standard in high performance liquid chromatography (HPLC) to assess the activity of thiopurine methyltransferase (TPMT) enzyme.

Specifications

Synonyms

Oprea1_233867 | CCG-53733 | thioguanine S-methylether | 2-Amino-6-methylthiopurine | S6-Methyl-6-thioguanine | QNV75HJN3A | 6-(methylsulfanyl)-7H-purin-2-amine | 6-methylsulfanyl-7H-purin-2-amine | NSC 29420 | NSC29420 | NSC-29420 | HMS608L06 | 2-Amino-6-

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

2-Amino-6-methylmercaptopurine is synthesized from 6-mercaptopurine by the S methylation activity of thiopurine methyl transferase (TMPT) enzyme.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥95%

Names and Identifiers

• Canonical Smiles: CSC1=NC(=NC2=C1NC=N2)N
• IUPAC Name: 6-methylsulfanyl-7H-purin-2-amine
• InChIKey: YEGKYFQLKYGHAR-UHFFFAOYSA-N
• INCHI: 1S/C6H7N5S/c1-12-5-3-4(9-2-8-3)10-6(7)11-5/h2H,1H3,(H3,7,8,9,10,11)
• Isomeric SMILES: CSC1=NC(=NC2=C1NC=N2)N
• Molecular Weight: 181.22
• Reaxy-Rn: 10665
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=10665&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: 6-thiopurines
• Alternative Parents: Aminopyrimidines and derivatives Alkylarylthioethers Imidazoles Heteroaromatic compounds Sulfenyl compounds Azacyclic compounds Primary amines Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 6-thiopurine - Aryl thioether - Aminopyrimidine - Alkylarylthioether - Pyrimidine - Azole - Imidazole - Heteroaromatic compound - Azacycle - Thioether - Sulfenyl compound - Primary amine - Organosulfur compound - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Amine - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 6-thiopurines. These are compounds containing a purine that carries a thiol group at the 6-position. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.
• 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(non-human)

Pnp Purine nucleoside phosphorylase (4 Activities)

Discover Target: Pnp

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO (Slightly), Methanol (Slightly)
• Melt Point(°C): 228-230°C
• Molecular Weight: 181.220 g/mol
• XLogP3: 0.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 181.042 Da
• Monoisotopic Mass: 181.042 Da
• Topological Polar Surface Area: 106.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 166.000
• 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