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566012

Sigma-Aldrich

3-Acetamidophenylboronic acid

≥95%

Synonym(s):

3-Acetamidobenzeneboronic acid

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About This Item

Linear Formula:
CH3CONHC6H4B(OH)2
CAS Number:
78887-39-5
Molecular Weight:
178.98
Beilstein:
3278316
MDL number:
MFCD00236013
UNSPSC Code:
12352103
PubChem Substance ID:
24880272
NACRES:
NA.22

Quality Level

100

Assay

≥95%

form

powder

mp

135 °C (lit.)

functional group

amide

SMILES string

CC(=O)Nc1cccc(c1)B(O)O

InChI

1S/C8H10BNO3/c1-6(11)10-8-4-2-3-7(5-8)9(12)13/h2-5,12-13H,1H3,(H,10,11)

InChI key

IBTSWKLSEOGJGJ-UHFFFAOYSA-N

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Application

Reactant involved in:
  • Suzuki-Miyaura coupling reactions
  • Trifluoromethylation

Reactant involved in the synthesis of a variety of inhibitors including:
  • NR2B subtype of NMDA receptor antagonists for antidepressant activity
  • Biphenylylmethylimidazole derivatives for use as 17,20-lyase inhibitors
  • (Indolyl)-3,5-substituted benzene analogs with antimitotic and antitumor activity
  • Substituted pyrrolidines and tetrahydrofurans as AMPA receptor positive modulators

Other Notes

Contains varying amounts of anhydride.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBP2404V
MKBG0153V
MKBC1381
12308PH
08426JE

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André J van der Vlies et al.
Bioconjugate chemistry, 30(3), 861-870 (2019-01-25)
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