4-Chloro-2-methylthiopyrimidine
Basic information
- CAS
49844-90-8- Standard SMILES
CSc1nccc(Cl)n1- InChIKey
DFOHHQRGDOQMKG-UHFFFAOYSA-N- Molecular formula
- C5H5ClN2S
- Average molar mass
- 160.63 g/mol
- Monoisotopic mass
- 159.986197
Names & identifiers
- Preferred name
- 4-Chloro-2-methylthiopyrimidine
- IUPAC
- 4-chloro-2-methylsulfanylpyrimidine
- English name
- 4-Chloro-2-methylthiopyrimidine
- Molecular formula
- C5H5ClN2S
- Molecular weight
- 160.62
Names & synonyms
49844-90-84-Chloro-2-(methylthio)pyrimidine4-Chloro-2-methylthiopyrimidinepyrimidine, 4-chloro-2-(methylthio)-DTXSID60198114EINECS 256-500-6NSC 100866RefChem:98390DTXCID90120605256-500-6DFOHHQRGDOQMKG-UHFFFAOYSA-N4-chloro-2-(methylsulfanyl)pyrimidine
Show more names
4-Chloro-2-(methylthio)pyrimidine 97%4-Chloro-2-(Methylthio)py...2-methylthio-4-chloropyrimine2-(Methylthio)-4-chloropyrimidine4-Chloro-2-methylthiopyrimidine,97%4-Chloro-2-(methylmercapto)pyrimidine
4-chloro-2-methylsulfanylpyrimidineMFCD00006083SCHEMBL189476-Chloro-2-methylthiopyrimidine4-Chloro-2-methylsulfanyl-pyrimidinePS-57424-chloro-2-(methylthio) pyrimidineNSC100866
Database identifiers
- CAS
49844-90-8- PubChem CID
- 97113
- DTXSID
DTXSID60198114- EC Number
- 256-500-6
- Nikkaji
- J240.165G
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 51.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 91
Physicochemical properties
- Melting point
- 2 °C · −2 °C(lit.)
- Boiling point
- 139 · 139-140 °C36 mm Hg(lit.)
- Density
- 1.381 g/mL · 1.381 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.6(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2–8 °C
- form
- liquid
- pka
- -0.56 · -0.56±0.20(Predicted)
- color
- Colorless to Red to Green
- Water Solubility
- Not miscible or difficult to mix in water.
- Sensitive
- Hygroscopic
- BRN
- 118042 · 118042
- InChI
- InChI=1S/C5H5ClN2S/c1-9-5-7-3-2-4(6)8-5/h2-3H,1H3
- InChIKey
- DFOHHQRGDOQMKG-UHFFFAOYSA-N
- SMILES
- C1(SC)=NC=CC(Cl)=N1
- CAS DataBase Reference
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H314 (97.9%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 6 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Corr. 1B (97.9%)
Safety data
- F
- 10-13-23
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- ridadr
- UN 1760 8/PG 2
- hs_code
- 29335990
- risk_code
- 34
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- C
- hazard_note
- Corrosive/Hygroscopic
- safety_code
- 26-36/37/39-45
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- III
- Hazard statements
- H314
- Limited Quantities
- 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Chemistry & industry
Applications
UsesIt finds it application as a building block used in medicinal chemistry synthesis. 4-Chloro-2-methylthiopyrimidine is used in the total synthesis of the marine alkaloid variolin B1 and 2-hydroxy-4-pyrimidinecarboxylic acid. It is also used in the synthesis of 2,4-disubstituted pyrimidines, a novel class of KDR kinase inhibitors.
Uses4-Chloro-2-methylthiopyrimidine was used in the total synthesis of the marine alkaloid variolin B1 and 2-hydroxy-4-pyrimidinecarboxylic acid. It was used in the synthesis of 2,4-disubstituted pyrimidines, a novel class of KDR kinase inhibitors. It was used as building block in medicinal chemistry synthesis.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
127 records
Compound notes
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