153624-38-5

Basic information

• Product Name: 4-Isobutylphenylboronic acid
• Synonyms: 4-(2-Methylprop-1-yl)benzeneboronic acid;B-[4-(2-Methylpropyl)phenyl]boronic acid;4-ISOBUTYLPHENYLBORONIC ACID;4-(2-METHYLPROPYL)PHENYLBORONIC ACID;RARECHEM AH PB 0111;4-Isobutylphenylboronc Acid;4-Isobutylbenzeneboronic acid;4-Isobutylphenylboronic
• CAS NO: 153624-38-5
• Molecular Formula: C₁₀H₁₅BO₂
• Molecular Weight: 178.04
• Product Categories: Boronic acid;blocks;BoronicAcids;Boronic acids
• Mol File: 153624-38-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 117-120°C
• Boiling Point: 306.5 °C at 760 mmHg
• Flash Point: 139.2 °C
• Appearance: /
• Density: 1.02 g/cm³
• Vapor Pressure: 0.000335mmHg at 25°C
• Refractive Index: 1.509
• Storage Temp.: 2-8°C
• PKA: 8.62±0.10(Predicted)
• CAS DataBase Reference: 4-Isobutylphenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Isobutylphenylboronic acid(153624-38-5)
• EPA Substance Registry System: 4-Isobutylphenylboronic acid(153624-38-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-40
• Safety Statements: 26-36/37/39-36-22-60-37
• HazardClass: IRRITANT
• Hazardous Substances Data: 153624-38-5(Hazardous Substances Data)

Usage

Description

4-Isobutylphenylboronic acid is an organic compound characterized by its white solid appearance. It is a boronic acid derivative with the chemical structure featuring an isobutyl group attached to a phenyl ring, which is connected to a boronic acid group. 4-Isobutylphenylboronic acid is known for its significant role in the synthesis of various pharmaceutical compounds and has demonstrated potential applications in the medical field.

Uses

Used in Pharmaceutical Industry:
4-Isobutylphenylboronic acid is used as an intermediate in the synthesis of thiophenesulfonamides, which are known as endothelin receptor antagonists. These antagonists play a crucial role in treating various medical conditions, such as hypertension and other cardiovascular diseases, by blocking the action of endothelin, a potent vasoconstrictor.
4-Isobutylphenylboronic acid is also used as a key component in the synthesis of thalidomide analogs. These analogs exhibit the ability to inhibit the expression of the proinflammatory cytokine Tumor Necrosis Factor (TNF). TNF plays a significant role in the inflammatory response and is associated with various diseases, including autoimmune disorders and cancer. By inhibiting TNF expression, thalidomide analogs can potentially help in the treatment of these conditions.

InChI:InChI=1/C10H15BO2/c1-8(2)7-9-3-5-10(6-4-9)11(12)13/h3-6,8,12-13H,7H2,1-2H3

Upstream product

• 121-43-7 Trimethyl borate 
• 57181-82-5 4-bromo-isobutylbenzene 

Downstream Products

• 191231-37-5 4'-isobutyl-biphenyl-2-sulfonic acid (3,4-dimethyl-isoxazol-5-yl)-(2-methoxy-ethoxymethyl)-amide 
• 179251-47-9 N-(3,4-Dimethyl-5-isoxazolyl)-N-((2-methoxyethoxy)methyl)-4'-(2-methylpropyl)-4-(phenylmethoxy)[1,1'-biphenyl]-2-sulfonamide 
• 1330681-32-7 4-isobutylphenyl(mesityl)iodonium trifluoromethanesulfonate 
• 10342-60-6 1-isobutyl-4-nitrobenzene 
• 1033753-01-3 4,4,5,5-tetramethyl-2-[4-(2-methylpropyl)phenyl]-1,3,2-dioxaborolane 

Relevant articles and documents

PHENYL SULFONAMIDE ENDOTHELIN ANTAGONISTS

Compounds of the formula STR1 inhibit the activity of endothelin. The symbols are defined as follows: R 1, R 2 and R. sup.3 are each independently(a) hydrogen, except that R. sup.1 is other than hydrogen;(b) alkyl, alkenyl, alkynyl, alkoxy, cycloalkyl, cycloalkylalkyl, cycloalkenyl, cycloalkenylalkyl, aryl, aryloxy, aralkyl or aralkoxy, any of which may be substituted with Z 1, Z 2 and Z. sup.3 ;(c) halo;(d) hydroxyl;(e) cyano; (f) nitro; (g)--C(O)H or--C(O)R 6 ;(h)--CO 2 H or--CO 2 R 6 ; (i)--SH,--S(O) n R 6,--S(O) m--OH,--S(O) m--OR 6,--O--S(O) m--R 6,--O--S(O) m OH or--O--S(O) m--OR. sup.6 ;(j)--Z. sup.4--NR 7 R 8 ; or (k)--Z 4--N(R 11--Z 5--NR 9 R 10 ; and the remaining symbols are as defined in the specification.