12348

Sigma-Aldrich

(R)-1,4-Benzodioxane-2-carboxylic acid

≥97.0% (sum of enantiomers, GC)

Synonym(s):
(R)-2,3-Dihydro-1,4-benzodioxin-2-carboxylic acid
Empirical Formula (Hill Notation):
C9H8O4
CAS Number:
Molecular Weight:
180.16
Beilstein/REAXYS Number:
5742837
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

≥97.0% (sum of enantiomers, GC)

optical activity

[α]20/D +83±2°, c = 1.5% in chloroform

optical purity

enantiomeric ratio: ≥99.0:1.0

mp

96-99 °C

SMILES string

OC(=O)[C@H]1COc2ccccc2O1

InChI

1S/C9H8O4/c10-9(11)8-5-12-6-3-1-2-4-7(6)13-8/h1-4,8H,5H2,(H,10,11)/t8-/m1/s1

InChI key

HMBHAQMOBKLWRX-MRVPVSSYSA-N

Related Categories

Application

(R)-1,4-Benzodioxane-2-carboxylic acid is a chiral synthon mostly used in the preparation of doxazosin mesylate, a drug treating benign prostatic hyperplasia.

Packaging

500 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

3

Certificate of Analysis
Certificate of Origin
Characterization of an Indole-3-Acetamide Hydrolase from Alcaligenes faecalis subsp. parafaecalis and Its Application in Efficient Preparation of Both Enantiomers of Chiral Building Block 2, 3-Dihydro-1, 4-Benzodioxin-2-Carboxylic Acid.
Mishra P, et al.
PLoS ONE, 11(7), e0159009-e0159009 (2016)
Jinhua Li et al.
EMBO reports, 21(2), e48781-e48781 (2020-01-10)
Diabetic nephropathy (DN) is the leading cause of end-stage kidney disease. TGF-β1/Smad3 signalling plays a major pathological role in DN; however, the contribution of Smad4 has not been examined. Smad4 depletion in the kidney using anti-Smad4 locked nucleic acid halted...
Chaobin Li et al.
The Plant cell, 32(9), 2823-2841 (2020-07-24)
Zeins are the predominant storage proteins in maize (Zea mays) seeds, while Opaque2 (O2) is a master transcription factor for zein-encoding genes. How the activity of O2 is regulated and responds to external signals is yet largely unknown. Here, we...
Masayuki Ide et al.
EMBO molecular medicine, 11(12), e10695-e10695 (2019-10-28)
Mice with the C3H background show greater behavioral propensity for schizophrenia, including lower prepulse inhibition (PPI), than C57BL/6 (B6) mice. To characterize as-yet-unknown pathophysiologies of schizophrenia, we undertook proteomics analysis of the brain in these strains, and detected elevated levels...

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