5,6-Dimethyl-2-thiouracil

HCID 2736249CAS 28456-54-4

Substructure search Find similar structures

Basic information

Standard SMILES: Cc1[nH]c(=S)[nH]c(=O)c1C
InChIKey: MEAKRQUSGACTFV-UHFFFAOYSA-N
Molecular formula: C6H8N2OS
Average molar mass: 156.21 g/mol
Monoisotopic mass: 156.03573388

Names & identifiers

Preferred name: 5,6-Dimethyl-2-thiouracil
IUPAC: 5,6-dimethyl-2-sulfanylidene-1H-pyrimidin-4-one
English name: 5,6-Dimethyl-2-thiouracil
Molecular formula: C6H8N2OS
Molecular weight: 156.21

Names & synonyms

5,6-Dimethyl-2-thiouracil28456-54-4RefChem:528107625-291-75,6-Dimethylthiouracil5,6-dimethyl-2-sulfanylpyrimidin-4-ol5,6-dimethyl-2-sulfanylidene-1H-pyrimidin-4-one2-mercapto-5,6-dimethylpyrimidin-4(3H)-one2-mercapto-5,6-dimethylpyrimidin-4-olMFCD002694354(1H)-Pyrimidinone, 2,3-dihydro-5,6-dimethyl-2-thioxo-4-pyrimidinol, 2-mercapto-5,6-dimethyl-

Show more names

DMTU5,6-dimethyl-2-thio-uraci5,6-dimethyl-2-sulfururacil5,6-dimethyl-2-Thiouracil (Standard)

F2135-0898Uracil, 5,6-dimethyl-2-thio-NSC 60687BRN 0118811NSC606875,6-Dimethyl-4-hydroxy-2-mercaptopyrimidine5-24-07-00238 (Beilstein Handbook Reference)orb1692970

Database identifiers

CAS: 28456-54-4
PubChem CID: 2736249
DTXSID: DTXSID00182653
EC Number: 625-291-7
Nikkaji: J96.658D

Properties

Computed structural properties

XLogP: 0.4
Topological polar surface area: 73.2 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 10
Formal charge: 0
Complexity: 232

Physicochemical properties

Melting point: 284 · 284-288 °C(lit.)
Density: 1.2069 · 1.2069 (rough estimate)
refractive index: 1.649 · 1.6490 (estimate)
storage temp.: -20 °C · -20°C Freezer
solubility: DMSO (Slightly), Methanol (Slightly, Heated)
form: solid
pka: 7.88 · 7.88±0.25(Predicted)
color: White to Pale Yellow
Water Solubility: 1.373 g/L · 1.373g/L(25 ºC)
InChI: 1S/C6H8N2OS/c1-3-4(2)7-6(10)8-5(3)9/h1-2H3,(H2,7,8,9,10)
InChIKey: MEAKRQUSGACTFV-UHFFFAOYSA-N
SMILES: CC1=C(C)C(=O)NC(=S)N1
EWG's Food Scores: 1 · 1
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36
WGK Germany: 3 · 3
RTECS: 9887000 · YQ9887000
HazardClass: IRRITANT
HS Code: 2933599590 · 2933599590
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
rtecs: YQ9887000
hs_code: 2933599590
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

Description5,6-dimethyl-2-Thiouracil is a heterocyclic building block that has been used in the synthesis of anti-HIV-1 pyrimidinones. It has also been used as an internal standard for the quantification of thyreostats, including 2-thiouracil, in bovine plasma.

Uses5,6-Dimethylthiouracil is a heterocyclic building block.