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Sigma-Aldrich

Benzo-1,4-dioxane

97%

Synonym(s):

1,2-Ethylenedioxybenzene, 1,4-Benzodioxan, 2,3-Dihydro-1,4-benzodioxin

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About This Item

Empirical Formula (Hill Notation):
C8H8O2
CAS Number:
493-09-4
Molecular Weight:
136.15
Beilstein:
120846
EC Number:
207-775-6
MDL number:
MFCD00006821
UNSPSC Code:
12352100
PubChem Substance ID:
24850788
NACRES:
NA.21

Assay

97%

form

liquid

refractive index

n20/D 1.549 (lit.)

bp

103 °C/6 mmHg (lit.)

density

1.142 g/mL at 25 °C (lit.)

SMILES string

C1COc2ccccc2O1

InChI

1S/C8H8O2/c1-2-4-8-7(3-1)9-5-6-10-8/h1-4H,5-6H2

InChI key

BNBQRQQYDMDJAH-UHFFFAOYSA-N

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General description

The anti-inflammamtory properties and synthesis of carboxylic acid compounds containing benzo-1,4-dioxane (2,3-dihydro-1,4-benzodioxin) subunit was studied.

Application

Benzo-1,4-dioxane (2,3-dihydro-1,4-benzodioxin) was used in the synthesis of stereoisomers which were evaluated as α- and β- adrenergic antagonists.

Hazard Statements

H412

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 3

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

156.2 °F - closed cup

Flash Point(C)

69 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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M Khouili et al.
Farmaco (Societa chimica italiana : 1989), 51(3), 185-188 (1996-03-01)
The four stereoisomers of compound 1 were synthesized from 2,3-dihydro-1, 4-benzodioxin and evaluated as alpha- and beta-adrenergic antagonists. Enantiomer 1-b [2R, 2'S] (Figure 1) is the best beta 1-blocking agent. Furthermore all compounds showed a alpha-blocking activity.
M T Vázquez et al.
Farmaco (Societa chimica italiana : 1989), 51(3), 215-217 (1996-03-01)
Synthesis and antiinflammatory properties of new carboxylic acids containing the 2,3-dihydro-1,4-benzodioxin subunit are described. The 2-(2,3-dihydro-1, 4-benzodioxin-6-yl)acetic acid was of comparable potency to Ibuprofen, in carrageenan induced rat paw edema assay.

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