4-methoxycarbonylphenylboronic acid
Product Information
Molecular Formula
C8H9BO4
Molecular Weight
179.97
Description
4-(Methoxycarbonyl)phenylboronic Acid is used in the synthesis and evaluation of several organic compounds including that of 4-Cyclohexylbutyl-N-[(S)-2-oxoazetidin-3-yl]carbamate which is a potent inhibitor of intracellular NAAA activity. Also used in the design and synthesis of BMS-955176 which is a potent, orally active second generation HIV-1 maturation inhibitor.
Synonyms
Methyl 4-boronobenzoate; (4-Carbomethoxyphenyl)boronic Acid; 4-Carbomethoxybenzeneboronic Acid; 4-Methoxycarbonylbenzeneboronic Acid; Methyl p-Boronobenzoate; p-(Methoxycarbonyl)boronic Acid; p-(Methoxycarbonyl)phenylboronic Acid; Benzoic acid, 4-borono-, 1-methyl ester; DTXSID40370259; Methyl 4-(dihydroxyboryl)benzoate; BP-11412; BR-45488; CC-19763
IUPAC Name
(4-methoxycarbonylphenyl)boronic acid
SMILES
B(C1=CC=C(C=C1)C(=O)OC)(O)O
InChI
InChI=1S/C8H9BO4/c1-13-8(10)6-2-4-7(5-3-6)9(11)12/h2-5,11-12H,1H3
InChI Key
PQCXFUXRTRESBD-UHFFFAOYSA-N
Boiling Point
345.8±44.0 °C (Predicted)
Melting Point
197-200 °C
Flash Point
Not applicable
Purity
> 98 % (HPLC)
Density
1.250±0.10 g/cm3 (Predicted)
Solubility
Slightly soluble in DMSO, Methanol
Appearance
White to yellowish crystal powder
Storage
2-8 °C under inert atmosphere
LogP
-0.84700
Related CAS
1373752-82-9 (deleted)
Safety Information
Precautionary Statement
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
3
Exact Mass
180.0593889 g/mol
Monoisotopic Mass
180.0593889 g/mol
Topological Polar Surface Area
66.8Ų
Heavy Atom Count
13
Formal Charge
0
Complexity
175
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes
Patents
| Publication Number | Title | Priority Date |
|---|---|---|
| CN-114016060-A | Synthetic method of phenolic compound | 2021-11-23 |
| CN-114031486-A | Naphthacene and anthracene phenyl bridged polymer and preparation method thereof | 2021-11-12 |
| CN-114045138-A | Frame sealing glue, display panel and preparation method thereof | 2021-11-01 |
| CN-113372318-A | Preparation method and device of 7-methoxy-4' -methyl formate flavanone | 2021-07-02 |
| CN-113354552-A | Synthetic method of V-type organic ligand, synthesized V-type organic ligand and application thereof | 2021-06-30 |
| CN-113200819-A | Antibacterial organic compound and preparation method and application thereof | 2021-05-13 |
| CN-112687878-A | Electrochemical device and electronic device | 2020-12-25 |
| CN-112538168-A | Iron metal organic framework material based on eight-head ligand, preparation method thereof and hydrogen storage performance research | 2020-12-15 |
| CN-112645836-A | Heterogeneous catalyst Cu @ COF-Me-M and preparation method and application thereof | 2020-11-04 |
| CN-112048076-A | Ternary supermolecule self-assembly up-conversion gel and preparation method and application thereof | 2020-08-31 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 20669927 | 2010-11-11 | Medicinal chemistry as a conduit for the modulation of quorum sensing | Journal of medicinal chemistry |
| 21589141 | 2010-10-31 | Dimethyl 4,4'-(pyridine-2,6-diyl)dibenzoate | Acta crystallographica. Section E, Structure reports online |
| 11321305 | 2001-04-01 | Boronic acid fluorophore/beta-cyclodextrin complex sensors for selective sugar recognition in water | Analytical chemistry |
