84236-26-0

Basic information

• Product Name: (S)-5-bromo-6-methoxy-alpha-methylnaphthalene-1-acetic acid
• Synonyms: (S)-5-bromo-6-methoxy-alpha-methylnaphthalene-1-acetic acid;(S)-5-Bromo-6-methoxy-α-methyl-2-naphthaleneacetic acid;Einecs 282-475-6;(S)-5-BroMo Naproxen;S-(+)-2-(5-BroMo-6-Methoxy-2-naphthyl)propionic Acid
• CAS NO: 84236-26-0
• Molecular Formula: C₁₄H₁₃BrO₃
• Molecular Weight: 309.15522
• EINECS: 282-475-6
• Product Categories: Aromatics;Chiral Reagents;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 84236-26-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 155-157 °C
• Boiling Point: 446.2±30.0 °C(Predicted)
• Appearance: /
• Density: 1.483±0.06 g/cm3(Predicted)
• PKA: 4.72±0.30(Predicted)
• CAS DataBase Reference: (S)-5-bromo-6-methoxy-alpha-methylnaphthalene-1-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-5-bromo-6-methoxy-alpha-methylnaphthalene-1-acetic acid(84236-26-0)
• EPA Substance Registry System: (S)-5-bromo-6-methoxy-alpha-methylnaphthalene-1-acetic acid(84236-26-0)

Safety Data

• Hazardous Substances Data: 84236-26-0(Hazardous Substances Data)

Usage

Uses

(S)-5-Bromo Naproxen is an impurity of (S)-Naproxen (N377520).

Upstream product

• 123-91-1 1,4-dioxane 
• 100791-80-8 (4R,5R)-2-((R)-1-Bromo-ethyl)-2-(5-bromo-6-methoxy-naphthalen-2-yl)-[1,3]dioxolane-4,5-dicarboxylic acid dimethyl ester 
• 107656-29-1 (2R)-2-bromo-1-(6-methoxy-2-naphtyl)-propan-1-one 
• 101527-01-9 (2S,3R)-2-Hydroxy-3-[(S)-2-(6-methoxy-naphthalen-2-yl)-propionyloxy]-succinic acid dimethyl ester 
• 281223-31-2 (4R,5R)-2-(1-Bromo-ethyl)-2-(6-methoxy-naphthalen-2-yl)-[1,3]dioxolane-4,5-dicarboxylic acid dimethyl ester 
• 51091-84-0 (S)-naproxenoyl chloride 
• 27655-95-4 (d,l)-2-(5-bromo-6-methoxy-2-naphthyl)propionic acid 
• 99231-35-3 2-(5-bromo-6-methoxy-naphthalen-2-yl)-propionyl chloride 
• 22204-53-1 (2S)-2-(6-methoxy(2-naphthyl))propanoic acid 
• 866365-36-8 2-(5-bromo-6-methoxy-naphthalen-2-yl)-propionic acid ethyl ester 
• 136945-97-6 S-(+)-2-(5-bromo-6-methoxy-2-naphthyl)-propionic acid methylester 
• 105926-81-6 (2S,3R)-2-[(S)-2-(5-Bromo-6-methoxy-naphthalen-2-yl)-propionyloxy]-3-hydroxy-succinic acid dimethyl ester 
• 101154-54-5 (1'R,4R,5R)-2-(1-Bromoethyl)-2-(5-bromo-6-methoxy-2-naphthyl)-1,3-dioxolane-4,5-dicarboxylic acid 
• 101154-53-4 (1'S,4R,5R)-2-(1-Bromoethyl)-2-(5-bromo-6-methoxy-2-naphthyl)-1,3-dioxolane-4,5-dicarboxylic acid 

Downstream Products

• 22204-53-1 (2S)-2-(6-methoxy(2-naphthyl))propanoic acid 

Relevant articles and documents

Fast and efficient tritium labelling of the nonsteroidal anti-inflammatory drugs naproxen, tolmetin, and zomepirac

Fast and efficient tritium labelling of the nonsteroidal anti-inflammatory drugs naproxen, tolmetin and zomepirac is reported. Naproxen along with its (R)-enantiomer were labelled by catalytic tritium-halogen exchange of the corresponding 5-bromo derivatives providing [3H]naproxen with a specific activity of 25.4 Ci/mmol. Tolmetin and zomepirac were labelled by the hydrogen isotope exchange reaction using Crabtree's catalyst. This provided [3H]tolmetin and [3H]zomepirac with specific activities of 80.8 and 64.3 Ci/mmol, respectively. All compounds were obtained in high radiochemical purity (>98%). Copyright

Practical, mild and efficient electrophilic bromination of phenols by a new I(iii)-based reagent: The PIDA-AlBr3 system

A practical electrophilic bromination procedure for phenols and phenol-ethers was developed under efficient and very mild reaction conditions. A broad scope of arenes was investigated, including the benzimidazole and carbazole core as well as analgesics such as naproxen and paracetamol. The new I(iii)-based brominating reagent PhIOAcBr is operationally easy to prepare by mixing PIDA and AlBr3. Our DFT calculations suggest that this is likely the brominating active species, which is prepared in situ or isolated after centrifugation. Its stability at 4 °C after preparation was confirmed over a period of one month and no significant loss of its reactivity was observed. Additionally, the gram-scale bromination of 2-naphthol proceeds with excellent yields. Even for sterically hindered substrates, a moderately good reactivity is observed.

Trichosporon beigelli esterase (TBE): A versatile esterase for the resolution of economically important racemates

A hydrolase producing strain Trichosporon beigelli esterase (TBE) isolated from local cottage cheese in its native form has displayed versatility and high efficacy in the kinetic resolution of a wide range of economically important substrates, which include racemic secondary alcohols, such as 1-(6-methoxy-2-naphthyl)ethanol (E ～ 316), 1-(3,4-methylenedioxyphenyl) ethanol and pentanol (E ～ 180 and 156 resp.), and alkyl esters of carboxylic acids such as ibuprofen (E ～ 340), 2-(benzylthio)propanoic acid (E ～ 1000). In other substrates such as in the primary alcohol 2-(6-methoxy-2- naphthyl)propan-1-ol and carboxylic acids such as 2-(5-bromo-6-methoxy-2- naphthyl)propanoic acid, 2-(2-naphthyloxy)propanoic acid, and substituted 2-thiopropanoic acids, it displayed moderate to low selectivity. Commercial lipases such as CCL, PPL, and PSL were also used in the resolution of the substrates for comparative studies.