26307-50-6

Basic information

• Product Name: 4-Bromo-2-isopropylphenol
• Synonyms: 4-Bromo-2-isopropylphenol;4-BroMo-2-(1-Methylethyl)phenol
• CAS NO: 26307-50-6
• Molecular Formula: C₉H₁₁BrO
• Molecular Weight: 215.08704
• Product Categories: Aromatics, Miscellaneous Reagents
• Mol File: 26307-50-6.mol
• Article Data: 37

Chemical Properties

• Melting Point: 48-49 °C(Solv: heptane (142-82-5))
• Boiling Point: 260.156 °C at 760 mmHg
• Flash Point: 111.139 °C
• Appearance: /
• Density: 1.396 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, DMSO, Methanol
• PKA: 9.91±0.18(Predicted)
• CAS DataBase Reference: 4-Bromo-2-isopropylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2-isopropylphenol(26307-50-6)
• EPA Substance Registry System: 4-Bromo-2-isopropylphenol(26307-50-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 26307-50-6(Hazardous Substances Data)

Usage

Description

4-Bromo-2-isopropylphenol, also known as 4-Bromo-2-(1-methylethyl)phenol, is an organic compound with a molecular formula of C9H11BrO. It is characterized by the presence of a bromine atom at the 4-position and an isopropyl group at the 2-position on a phenol ring. 4-Bromo-2-isopropylphenol has potential applications in various fields due to its unique chemical structure and properties.

Uses

Used in Pharmaceutical Industry:
4-Bromo-2-isopropylphenol is used as a key intermediate in the synthesis of biphenyl proteomimetics, which act as estrogen receptor-α coactivator binding inhibitors. These inhibitors play a crucial role in the development of drugs targeting hormone-dependent diseases, such as breast cancer and other estrogen-related disorders.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 4-Bromo-2-isopropylphenol is utilized in the production of thyroid hormone receptor specific analogs. These analogs are essential for understanding the mechanisms of thyroid hormone action and developing new therapeutic agents for thyroid-related disorders, such as hyperthyroidism and hypothyroidism.
Overall, 4-Bromo-2-isopropylphenol is a versatile compound with significant applications in the pharmaceutical and medicinal chemistry industries, contributing to the development of novel drugs and therapeutic agents for various medical conditions.

Upstream product

• 10277-93-7 2-isopropenylphenol 
• 88-69-7 2-(1-methylethyl)phenol 
• 2944-47-0 o-isopropylanisole 
• 643-28-7 2-isopropylaniline 

Downstream Products

• 127293-44-1 4-bromo-2-isopropyl-6-nitrophenol 
• 20294-57-9 2-Bromo-3-methyl-4-nitro-6-isopropylphenol 
• 1000603-91-7 3-isopropyl-4-triisopropylsilanyloxy-benzaldehyde 
• 88-69-7 2-(1-methylethyl)phenol 
• 13522-86-6 2-iso-propyl-4-methoxyphenol 
• 13522-98-0 2,2'-Dihydroxy-3,3'-diisopropyl-5,5'-dimethoxybiphenyl 
• 859034-00-7 4-hydroxy-3-isopropyl-benzoic acid methyl ester 
• 328236-42-6 4-bromo-2-isopropyl phenyl methoxymethyl ether 
• 253329-09-8 4-bromo-2-isopropyl-1-triisopropylsilanyloxybenzene 
• 24591-33-1 4-bromo-2-isopropylanisole 
• 153341-13-0 Allyl 4-bromo-2-isopropylphenyl ether 
• 852949-11-2 3,5-dimethyl-4-[(3'-iso-propyl-4'-methoxymethoxyphenyl)-hydroxymethyl]phenol 
• 852948-13-1 [14C]-MB07811 

Relevant articles and documents

Desymmetric enantioselective reduction of cyclic 1,3-diketones catalyzed by a recyclable p-chiral phosphinamide organocatalyst

The P-stereogenic phosphinamides are a structurally novel skeletal class which has not been investigated as chiral organocatalysts. However, chiral cyclic 3-hydroxy ketones are widely used as building blocks in the synthesis of natural products and bioactive compounds. However, general and practical methods for the synthesis of such chiral compounds remain underdeveloped. Herein, we demonstrate that the P-stereogenic phosphinamides are powerful organocatalysts for the desymmetric enantioselective reduction of cyclic 1,3-diketones, providing a useful method for the synthesis of chiral cyclic 3-hydroxy ketones. The protocol displays a broad substrate scope that is amenable to a series of cyclic 2,2-disubstituted five- and six-membered 1,3-diketones. The chiral cyclic 3-hydroxy ketone products bearing an all-carbon chiral quaternary center could be obtained with high enantioselectivities (up to 98% ee) and diastereoselectivities (up to 99:1 dr). Most importantly, the reactions could be practically performed on the gram scale and the catalysts could be reused without compromising the catalytic efficiency. Mechanistic studies revealed that an intermediate formed from P-stereogenic phosphinamide and catecholborane is the real catalytically active species. The results disclosed herein bode well for designing and developing other reactions using P-stereogenic phosphinamides as new organocatalysts.

NOVEL COMPOUNDS AND THEIR USES AS THYROID HORMONE RECEPTOR AGONISTS

A compound of formula (I) or (Ia), or a tautomer or a pharmaceutically acceptable salt thereof is provided. Compounds of formula (II) to (V), or a tautomer or a pharmaceutically acceptable salt thereof are also provided. These compounds and the pharmaceutical compositions containing them are useful for the treatment of diseases such as obesity, hyperlipidemia, hypercholesterolemia and diabetes and other related disorders and diseases, and may be useful for other diseases such as NASH, atherosclerosis, cardiovascular diseases, hypothyroidism, thyroid cancer and other disorders and diseases related thereto． (I), (Ia)

Chasing the Elusive Benzofuran Impurity of the THR Antagonist NH-3: Synthesis, Isotope Labeling, and Biological Activity

We have synthesized and established the structure of a long-suspected, but hitherto unknown, benzofuran side product (EBI) formed during the synthesis of NH-3. Understanding the mechanism of its formation has enabled isotope (D) labeling. We further devel