2-O-Methylcytosine

HCID 160679

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Basic information

CAS: 3289-47-2
Standard SMILES: COc1nccc(N)n1
InChIKey: DHYLZDVDOQLEAQ-UHFFFAOYSA-N
Molecular formula: C5H7N3O
Average molar mass: 125.13 g/mol
Monoisotopic mass: 125.05891184

Overview

2-O-methylcytosine is pyrimidine substituted with a methoxy group at position C-2 and an amine group at C-4. It has a role as a metabolite. It is a methylcytosine, an aromatic ether and an aminopyrimidine. It is functionally related to a cytosine.

Names & identifiers

Preferred name: 2-O-Methylcytosine
IUPAC: 2-methoxypyrimidin-4-amine
English name: 4-Pyrimidinamine, 2-methoxy- (9CI)
Molecular formula: C5H7N3O
Molecular weight: 125.13

Names & synonyms

2-methoxypyrimidin-4-amine3289-47-24-Amino-2-methoxypyrimidine2-O-MethylcytosineO-2-MethylcytosineO(2)Medc4-Pyrimidinamine, 2-methoxy-CHEBI:70854DTXSID30186543RefChem:88835DTXCID70109034640-936-2

Show more names

2-Methoxycytosine2-methoxypyrimidin-4(3H)-imine(2-methoxypyrimidin-4-yl)amine4-Amino-2-neneneba methoxy pyrimidine

2-METHOXY-4-AMINOPYRIMIDINE4-Pyrimidinamine, 2-methoxy- (9CI)2-Methoxy-4-pyrimidinamine2-Methoxy-pyrimidin-4-ylamineMFCD00128201SCHEMBL3317102-(methyloxy)-4-pyrimidinaminePyrimidine, 4-amino-2-methoxy-

Database identifiers

CAS: 3289-47-2
PubChem CID: 160679
DTXSID: DTXSID30186543
ChEBI: CHEBI:70854
EC Number: 640-936-2
Nikkaji: J80.681A

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 61 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 1
Heavy atoms: 9
Formal charge: 0
Complexity: 88.3

Experimental & physicochemical properties

Physical DescriptionSolid

Physicochemical properties

Melting point: 174 °C · 174 °C
Boiling point: 294.4 · 294.4±32.0 °C(Predicted)
Density: 1.224 · 1.224
storage temp.: 2 · 2-8°C(protect from light)
solubility: 60 mg/mL · DMSO: 60 mg/mL (479.50 mM)
pka: 4.97 · 4.97±0.10(Predicted)
form: solid
color: White to off white
InChI: InChI=1S/C5H7N3O/c1-9-5-7-3-2-4(6)8-5/h2-3H,1H3,(H2,6,7,8)
InChIKey: DHYLZDVDOQLEAQ-UHFFFAOYSA-N
SMILES: C1(OC)=NC=CC(N)=N1
UNSPSC Code: 12352200 · 12352200
NACRES: 21 · NA.21
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H319
Precautionary statements: 264 · P264-P270-P280-P301+P312-P305+P351+P338-P337+P313
Hazard Codes: Xn
Risk Statements: 22 · 22-36-36/37/38-20/21/22
Safety Statements: 26 · 26-36/37/39
WGK Germany: 3 · 3
HS Code: 29335990 · 29335990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Irrit. 2

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (75%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.