4,6-Dimethyl-2-pyrimidinethiol - ≥98% , CAS No.22325-27-5

CAS: 22325-27-5 Cat. No.: D106353 Molecular Weight: 140.21 Beilstein Registry Number: 81330 EC Number: 244-911-3

GRADE & PURITY ≥98%

Synonyms

SCHEMBL51447 | STK392544 | EN300-24824 | FT-0617264 | J-650335 | SB56806 | NSC-15491 | 4,6-DIMETHYL-2-PYRIMIDINETHIONE | AKOS000269270 | DTXSID70176867 | 2-Pyrimidinethiol, 4,6-dimethyl- | BCP24727 | 4,6-dimethyl-1H-pyrimidine-2-thione | AC-26754 | HMS176

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

SCHEMBL51447 | STK392544 | EN300-24824 | FT-0617264 | J-650335 | SB56806 | NSC-15491 | 4, 6-DIMETHYL-2-PYRIMIDINETHIONE | AKOS000269270 | DTXSID70176867 | 2-Pyrimidinethiol, 4, 6-dimethyl- | BCP24727 | 4, 6-dimethyl-1H-pyrimidine-2-thione | AC-26754 | HMS176

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488191037
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488191037
• Canonical Smiles: CC1=CC(=NC(=S)N1)C
• IUPAC Name: 4,6-dimethyl-1H-pyrimidine-2-thione
• InChIKey: RAFAYWADRVMWFA-UHFFFAOYSA-N
• INCHI: 1S/C6H8N2S/c1-4-3-5(2)8-6(9)7-4/h3H,1-2H3,(H,7,8,9)
• Isomeric SMILES: CC1=CC(=NC(=S)N1)C
• WGK Germany: 3
• RTECS: UW5650000
• Molecular Weight: 140.21
• Beilstein: 81330
• Reaxy-Rn: 81330
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=81330&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazines
      • Subclass Pyrimidines and pyrimidine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazines
• Subclass: Pyrimidines and pyrimidine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidinethiones
• Alternative Parents: 2-Thiopyrimidines Hydropyrimidines Heteroaromatic compounds Azacyclic compounds Organosulfur compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 2-thiopyrimidine - Thiopyrimidine - Pyrimidinethione - Hydropyrimidine - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organosulfur compound - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidinethiones. These are compounds containing a pyrimidine ring that bears a thioketone. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
• 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(Human)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

Discover Target: ALOX5

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

TYR Tclin Tyrosinase (717 Activities)

Discover Target: TYR

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

MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)

Discover Target: MMP3

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

MMP8 Tchem Matrix metalloproteinase 8 (1942 Activities)

Discover Target: MMP8

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

MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)

Discover Target: MMP1

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

Associated Targets(non-human)

Mmp2 Matrix metalloproteinase-2 (12 Activities)

Discover Target: Mmp2

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

Mmp9 Matrix metalloproteinase 9 (38 Activities)

Discover Target: Mmp9

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): 213-216°C
• Molecular Weight: 140.210 g/mol
• XLogP3: 0.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 140.041 Da
• Monoisotopic Mass: 140.041 Da
• Topological Polar Surface Area: 56.500 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 203.000
• 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. Chenguang Zhou, Yibo Xu, Yue Li, Kaihuai Du, Xinzhu Li, Xu Dong, Lvzhou Li, Ningyi Yuan, Jianning Ding.  (2023)  Flexible Perovskite Solar Cells on Ultra-Thin Stainless-Steel with a Power-to-Weight Ratio over 3000 W kg−1.  Solar RRL,      [PMID:] [10.1002/solr.202300901]

2. Yi Li, Songwei Zhang, Qi Ding, Baofeng Qin, Litian Hu.  (2019)  Versatile 4, 6-dimethyl-2-mercaptopyrimidine based ionic liquids as high-performance corrosion inhibitors and lubricants.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2019.04.042]

3. Bingyan Han, Yajun Chen, Qingdong Liu, Yuncong Gao, Jiao Wang, Haiyan Liu, Gaohong He.  (2024)  H2O rapidly constructs hydrogen bond networks to reinforce AIE of copper clusters: Fluorescence discoloration and enhanced behavior for alcohol content detection and latent fingerprints recognition.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.128211]

4. Fengjuan Chang, Mengting Zhang, Wanying Chen, Jian Lin, Yin Wang, Lina Yang.  (2024)  Kinetically Controlled Self-Assembly of Ag Nanoclusters with Enhanced Luminescence.  ACS Applied Materials & Interfaces,      [PMID:39025679] [10.1021/acsami.4c07777]

5. Linghui Meng, Jie Jiang, Xuesong Peng, Lin Zhu, Ruopeng Li, Yaqiang Li, Maozhong An.  (2025)  Theoretical and Experimental Study of Functional Additives in Au(I)-DMH Cyanide-Free Gold Electroplating System.  LANGMUIR,      [PMID:40721384] [10.1021/acs.langmuir.5c02124]