36964-33-7

Basic information

• Product Name: (3-bromo-1-adamantyl)methanol
• Synonyms: (3-bromo-1-adamantyl)methanol
• CAS NO: 36964-33-7
• Molecular Formula: C₁₁H₁₇BrO
• Molecular Weight: 245.15608
• Mol File: 36964-33-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3-bromo-1-adamantyl)methanol(CAS DataBase Reference)
• NIST Chemistry Reference: (3-bromo-1-adamantyl)methanol(36964-33-7)
• EPA Substance Registry System: (3-bromo-1-adamantyl)methanol(36964-33-7)

Safety Data

• Hazardous Substances Data: 36964-33-7(Hazardous Substances Data)

Usage

Description

(3-bromo-1-adamantyl)methanol is a chemical compound that features a bromine atom attached to a carbon atom within an adamantane ring structure, with a hydroxyl group also connected to the same carbon atom. (3-bromo-1-adamantyl)methanol is known for its high stability and resistance to chemical reactions due to the adamantane ring, and the bromine atom confers unique properties that make it valuable in various applications.

Uses

Used in Organic Synthesis:
(3-bromo-1-adamantyl)methanol serves as a building block in organic synthesis, providing a stable and versatile structure that can be used to create a variety of new molecules and materials.
Used in Pharmaceutical Production:
(3-bromo-1-adamantyl)methanol is utilized in the production of pharmaceuticals, where its unique properties and stability contribute to the development of effective and reliable medications.
Used in Agrochemicals:
(3-bromo-1-adamantyl)methanol is also employed in the creation of agrochemicals, where its chemical stability and reactivity can be harnessed to develop products for agricultural applications.
Used in Chemistry Research:
Due to its unique structure and properties, (3-bromo-1-adamantyl)methanol is a valuable tool in chemistry research, where it can be used to explore new reactions and develop innovative synthetic pathways.
Used in Materials Science:
(3-bromo-1-adamantyl)methanol's stability and the ability to impart unique properties make (3-bromo-1-adamantyl)methanol useful in the field of materials science, where it can contribute to the development of new materials with specific characteristics for various applications.

Upstream product

• 21816-08-0 3-bromoadamantane-1-carboxylic acid 
• 770-14-9 3,7-dimethylenebicyclo[3.3.1]nonane 

Downstream Products

• 1822-25-9 1-Brom-3-brommethyl-adamantan 
• 38584-37-1 1-hydroxy-3-hydroxymethyladamantane 
• 84868-13-3 p-Toluolsulfonsaeure-(3-acetoxymethyl-1-adamantyl)ester 
• 84868-14-4 p-Toluolsulfonsaeure-(3-toluolsulfonyloxymethyl-1-adamantyl)ester 
• 38584-36-0 1-Benzoyloxymethyl-3-hydroxy-adamantan 
• 1382034-64-1 C₃₅H₄₀ClN₃O₄S 
• 1382034-65-2 C₄₁H₅₁ClN₄O₅S 
• 1382034-66-3 C₃₅H₃₉ClFN₃O₃S 
• 1382034-67-4 C₃₅H₃₉BrClN₃O₃S 
• 1382034-68-5 C₃₆H₄₂ClN₃O₃S 
• 1382034-70-9 C₃₇H₄₃ClN₄O₄S 
• 1382034-71-0 C₃₉H₄₇ClN₄O₄S 
• 1382034-72-1 C₃₉H₄₅ClN₄O₄S 
• 1382034-73-2 C₄₀H₄₉ClN₄O₄S 

Relevant articles and documents

6,7-DIHYDRO-5H-PYRIDO[2,3-C]PYRIDAZINE DERIVATIVES AND RELATED COMPOUNDS AS BCL-XL PROTEIN INHIBITORS AND PRO-APOPTOTIC AGENTS FOR TREATING CANCER

The present invention discloses 6,7-dihydro-5H-pyrido[2,3- c]pyridazine, 1,2,3,4-tetrahydroquinoline, 1H-indole, 3,4- dihydro-2H-1,4-benzoxazine, 1H-pyrrolo[2,3-b]pyridin-1-yl, 7H- pyrrolo[2,3-c]pyridazine, 5H,6H,7H,8H,9H-pyridazino[3,4-b]azepine derivatives and related compounds of formula (I) as Bcl-xL protein inhibitors for use as pro-apoptotic agents for treating cancer, autoimmune diseases or immune system diseases. Formula (I). The description discloses the preparation of exemplary compounds (e.g. pages 113 to 354 examples 1 to 221) as well as pharmacological studies with relevant data (e.g. pages 355 to 367; examples A to E; tables 1 to 5). Exemplary compounds are e.g. 2-{6-[(1,3-benzothiazol-2-yl) amino]-1,2,3,4-tetrahydroquinolin-1-yl}-1,3-thiazole-4-carboxylic acid (example 1) or e.g. 3-{1-[(adamantan-1-yl)methyl]-5- methyl-1H-pyrazol-4-yl}-6-{3-[(1,3-benzothiazol-2-yl)amino]-4- methyl-5H,6H,7H,8H-pyrido[2,3-c]pyridazin-8-yl]pyridine-2-carboxylic acid (example 24).

Intramolecular C-H Amination Reaction Provides Direct Access to 1,2-Disubstituted Diamondoids

We present a new approach to disubstituted diamondoids from corresponding carboxylic acids. A dirhodium-acetate-catalyzed (1 mol-%) nitrene insertion reaction of sulfamides was, for the first time, applied to intramolecular C-H functionalization reactions of rigid tricyclic frameworks. This straightforward approach enables the effective and regioselective synthesis of a variety of diamondoid-based cyclic sulfamidates, which are synthetically valuable building blocks. Reductive deprotection of the sulfamidate moiety leads to corresponding 1,3-amino alcohol derivatives. Oxidation of the sulfamidate moiety by KMnO4 provides access to 1,3-keto alcohols or imines. Finally, we report the synthesis of Vildagliptin analogues as new antidiabetic drug candidates (DPP-4 inhibitors). Intramolecular dirhodium-acetate-catalyzed (1 mol-%) nitrene insertion reactions provide direct access to 1,2-disubstituted diamondoids. This approach was applied to the synthesis of Vildagliptin (DPP-4 inhibitor) analogues.

Lipophilic isosteres of a π-π Stacking interaction: New inhibitors of the Bcl-2-Bak protein-protein interaction

The discovery of new Bcl-2 protein-protein interaction antagonists is described. We replaced the northern fragment of ABT737 (π-π stacking interactions) with structurally simplified hydrophobic cage structures with much reduced conformational flexibility and rotational freedom. The binding mode of the compounds was elucidated by X-ray crystallography, and the compounds showed excellent oral bioavailability and clearance in rat PK studies.