2-Azabicyclo(2.2.1)hept-5-en-3-one

HCID 548678CAS 49805-30-3
Substructure searchFind similar structures

Basic information

Standard SMILES
O=C1NC2C=CC1C2
InChIKey
DDUFYKNOXPZZIW-UHFFFAOYSA-N
Molecular formula
C6H7NO
Average molar mass
109.13 g/mol
Monoisotopic mass
109.05276384

Overview

structure given in first source

Names & identifiers

Preferred name
2-Azabicyclo(2.2.1)hept-5-en-3-one
IUPAC
2-azabicyclo[2.2.1]hept-5-en-3-one
English name
2-Azabicyclo[2.2.1]hept-5-en-3-one
Molecular formula
C6H7NO
Molecular weight
109.13

Names & synonyms

2-Azabicyclo[2.2.1]hept-5-en-3-oneDTXSID408685052-Azabicyclo(2.2.1)hept-5-en-3-oneRefChem:909642DTXCID80816606610-480-92-Abheo63838-48-249805-30-3Peramivir Impurity 26MFCD00213364(R,S)-2-Azabicyclo(2.2.1)hept-5-en-3-one
Show more names
vince lactamAzabicyclo2-AzabicycL2-Azabicyclo[21]hept-5-en-3-one2-Azabicyclo[2.2.1]hAzabicyclo[3.2.2]nonane(+/-)-2-Azabicyclo[2.2.1]hept-Azabicyclo[2,2,1]hept-5-en-3-one2-Azabicyclo(2,2,1,)hept-5-en-3-on
4-Amino-2-cyclopentene-1-carboxylic acid lactam(+/-)-2-Azabicyclo[2.2.1]hept-5-en-3-oneSB18484(-)-2-azabicyclo [2.2.1] hept-5-en-3onerac 2-Azabicyclo[2.2.1]hept-5-en-3-one(-)-2-Azabicyclo[2.2.1]hept-5-en-3-one3-azabicyclo[2.2.1]hept-5-en-2-one3-Oxo-2-azabicyclo[2.2.1]hept-5-ene

Database identifiers

CAS
49805-30-3、61865-48-3
PubChem CID
548678
DTXSID
DTXSID40868505
EC Number
421-830-3、610-480-9
Nikkaji
J277.618I

Properties

Computed structural properties

XLogP
0.1
Topological polar surface area
29.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
8

Physicochemical properties

Melting point
54 · 54-58 °C(lit.)
Boiling point
102 · 102-106 °C0.25 mm Hg(lit.)
Density
1.1143 · 1.1143 (rough estimate)
vapor pressure
0.3 · 0.3-1.06Pa at 25-40℃
refractive index
1.504 · 1.5040 (estimate)
Flash point
230 °F · >230 °F

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Warning

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

P261, P264, P270, P272, P280, P301+P317, P302+P352, P321, P330, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

Hazard information

Regulatory InformationStatus: Active Update: 08-12-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/13955
Hazard Classes and Categories · 4 items

Acute Tox. 4 (100%)

Acute Tox. 4 (100%)

Acute toxicity - category 4

Acute Tox. 4 *

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
1
hs_code
29337900
risk_code
36/37/38-43-22
Signal word
Warning
Symbol(GHS)
GHS07

Chemistry & industry

Applications · 4 items

UsesIntermediate for pharmaceuticals. Product Data Sheet

UsesAbacavir intermediate. 2-Azabicyclo[2.2.1]hept-5-en-3-one is used as an intermediate in the synthesis of carbocyclic sugar amines, carbanucleosides, and carbocyclic dinucleotide analogues.

Uses2-Azabicyclo[2.2.1]hept-5-en-3-one was used in:preparation of (3aS,4R,6R,6aR)-6-((methoxy-methoxy)methyl)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine, a precursor of analog of bredininsynthesis of therapeutic drugschemoenzymatic synthesis of ()-carbovir

General Description2-Azabicyclo[2.2.1]hept-5-en-3-one is also referred as vince lactam. It is a versatile intermediate in the synthesis of carbocyclic nucleosides. 2-Azabicyclo[2.2.1]hept-5-en-3-one and its monohydrated complex was investigated in a supersonic jet by Fourier transform microwave spectroscopy.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

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