1-(2,3-Epoxypropyl)-2-nitroimidazole

HCID 334973

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Basic information

CAS: 13551-90-1
Standard SMILES: O=[N+]([O-])c1nccn1CC1CO1
InChIKey: SYFMSLVOHQZYEB-UHFFFAOYSA-N
Molecular formula: C6H7N3O3
Average molar mass: 169.14 g/mol
Monoisotopic mass: 169.04874108

Names & identifiers

Preferred name: 1-(2,3-Epoxypropyl)-2-nitroimidazole
IUPAC: 2-nitro-1-(oxiran-2-ylmethyl)imidazole
English name: 2-Nitro-1-(oxiranylmethyl)-1H-imidazole
Molecular formula: C6H7N3O3
Molecular weight: 169.14

Names & synonyms

13551-90-11-(2,3-Epoxypropyl)-2-nitroimidazoleDTXSID60319241RefChem:222805DTXCID202703642-nitro-1-(oxiran-2-ylmethyl)-1H-imidazole2-nitro-1-(oxiran-2-ylmethyl)imidazole1H-Imidazole, 2-nitro-1-(oxiranylmethyl)-1-Oxiranylmethyl-2-nitroimidazole; NSC 3426882-Nitro-1-(oxiranylmethyl)-1H-imidazole; 1-(2,3-Epoxypropyl)-2-nitro-imidazole; 2-Nitro-1-(2-oxiranylmethyl)-1H-imidazole; 1-(Oxiranylmethyl)-2-nitro-1H-imidazole;NSC3426882-nitro-1-[(oxiran-2-yl)methyl]-1H-imidazole

Show more names

1-Oxiranylmethyl-2-nitroimidazole2-Nitro-1-(oxiranylmethyl)-1H-imidazole1-(Oxiranylmethyl)-2-nitro-1H-imidazole1-(2,3-Epoxypropyl)-2-nitroimidazole,97%1H-Imidazole, 2-nitro-1-(2-oxiranylmethyl)-

SCHEMBL1614716SYFMSLVOHQZYEB-UHFFFAOYSA-NNSC-342688AS-85610DS-013506CS-04452911-(2,3-Epoxypropyl)-2-nitroimidazole, 97%G83492

Database identifiers

CAS: 13551-90-1
PubChem CID: 334973
DTXSID: DTXSID60319241
EC Number: 689-456-5
Nikkaji: J3.357.696J

Properties

Computed structural properties

XLogP: -0.1
Topological polar surface area: 76.2 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 12
Formal charge: 0
Complexity: 193

Physicochemical properties

Melting point: 50 · 50-55°C
Boiling point: 393.4 · 393.4±34.0 °C(Predicted)
Density: 1.7 · 1.70±0.1 g/cm3(Predicted)
Flash point: 110 ℃ · >110℃
storage temp.: 2 · 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 0.98 · 0.98±0.33(Predicted)
form: Solid
color: White to Pale Yellow
InChI: 1S/C6H7N3O3/c10-9(11)6-7-1-2-8(6)3-5-4-12-5/h1-2,5H,3-4H2
InChIKey: SYFMSLVOHQZYEB-UHFFFAOYSA-N
SMILES: [O-][N+](=O)c1nccn1CC2CO2
CAS DataBase Reference: 13551 · 13551-90-1
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335-H302
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes: Xn
Risk Statements: 22 · 22
WGK Germany: 3 · 3
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 Oral · Acute Tox. 4 Oral

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 2 notifications to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk: 3
risk_code: 22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335-H302
Hazard Classifications: Acute Tox. 4 Oral
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications · 1 item

Uses1-(2,3-Epoxypropyl)-2-nitroimidazole is an intermediate in the synthesis of Pimonidazole-d10 (P447814). Isotope labelled Pimonidazole (P447813) is an effective and nontoxic hypoxia detection reagent. Pimonidazole forms adducts with thiol groups in proteins, peptides and amino acids. It abels hypoxic tumor cells in vivo. Also labels hypoxic mesenchymal stem cells in mouse bone marrow.