4-Carbamoylphenylboronic Acid
Product Information
Molecular Formula
C7H8NO3B
Molecular Weight
164.95
Description
Reactant involved in: Suzuki-Miyaura, Sonogashira and Buchwald-Hartwig cross-coupling reactions for the synthesis of substituted pyrene derivatives; Suzuki-Miyaura reactions for the synthesis of aryl-substituted oxabenzindoles and methanobenzindoles or 2-aminoimidazole triazoles; Three-component coupling with triflates and alkenes. Reactant involved in synthesis of biologically active molecules including: Hybrid peptidomimetic molecules as STAT3 protein inhibitors; Vasopressin V1B receptor antagonists for use as antidepressants oand anxiolytics; (Thienopyridine)caboxamides as CHK1 inhibitors.
Synonyms
(4-carbamoylphenyl)boronic acid; (4-carbamoylphenyl)boronic acid
IUPAC Name
(4-carbamoylphenyl)boronic acid
SMILES
B(C1=CC=C(C=C1)C(=O)N)(O)O
InChI
InChI=1S/C7H8BNO3/c9-7(10)5-1-3-6(4-2-5)8(11)12/h1-4,11-12H,(H2,9,10)
InChI Key
GNRHNKBJNUVWFZ-UHFFFAOYSA-N
Boiling Point
414.3 °C at 760 mmHg
Melting Point
229-234 °C
Flash Point
Not applicable
Purity
≥ 95 %
Density
1.32 g/cm3
Storage
2-8 °C
LogP
-0.83440
Safety Information
Hazards
H302
Precautionary Statement
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word
Warning
Computed Properties
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
2
Exact Mass
165.0597233 g/mol
Monoisotopic Mass
165.0597233 g/mol
Topological Polar Surface Area
83.6Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
166
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-113968824-A | 2,3, 5-trisubstituted pyrazine compound and preparation method and application thereof | 2021-11-29 |
| CN-113697808-A | Transition metal oxide-loaded porous carbon material, and preparation method and application thereof | 2021-08-26 |
| WO-2022020617-A1 | Therapeutic agents targeting gpr35 | 2020-07-23 |
| WO-2021231474-A1 | METHODS AND COMPOUNDS FOR RESTORING MUTANT p53 FUNCTION | 2020-05-12 |
| CN-111420641-A | Phenylboronic acid modified metal-organic framework composite fiber, and preparation method and application thereof | 2020-04-30 |
| CN-111440328-A | Boric acid modified metal oxide nano array-MOF composite material, and preparation method and application thereof | 2020-04-30 |
| CN-111440328-B | Boric acid modified metal oxide nano array-MOF composite material, and preparation method and application thereof | 2020-04-30 |
| CN-110967488-A | Test strip, kit and method for measuring glycosylated hemoglobin | 2019-12-20 |
| WO-2021113263-A1 | Crf receptor antagonists and methods of use | 2019-12-04 |
| WO-2020257487-A1 | Glycolate oxidase inhibitors for the treatment of disease | 2019-06-19 |
Literatures
| PMID | Publication Date | Title | Journal |
|---|---|---|---|
| 22272238 | 2012-01-01 | Non inflammatory boronate based glucose-responsive insulin delivery systems | PloS one |
| 21579374 | 2010-05-08 | (4-Carbamoylphen-yl)boronic acid | Acta crystallographica. Section E, Structure reports online |
| 14684290 | 2004-01-05 | 3-Methoxycarbonyl-5-nitrophenyl boronic acid: high affinity diol recognition at neutral pH | Bioorganic & medicinal chemistry letters |
