25226-97-5

Basic information

• Product Name: Benzene, 1-(2-iodoethyl)-3-methoxy-
• Synonyms: 3-methoxyphenethyliodide;2-(3'-methoxyphenyl)-ethyliodide;2-(3-methoxyphenyl)ethyl iodide;m-methoxyphenethyl iodide;2-(3-methoxyphenyl)-1-iodoethane;3-methoxyphenethyl iodide
• CAS NO: 25226-97-5
• Molecular Formula: C9H11IO
• Molecular Weight: 262.09
• Mol File: 25226-97-5.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(2-iodoethyl)-3-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(2-iodoethyl)-3-methoxy-(25226-97-5)
• EPA Substance Registry System: Benzene, 1-(2-iodoethyl)-3-methoxy-(25226-97-5)

Safety Data

• Hazardous Substances Data: 25226-97-5(Hazardous Substances Data)

Upstream product

• 18927-05-4 methyl (3-methoxyphenyl)acetate 
• 25112-95-2 toluene-4-sulfonic acid 2-(3-methoxyphenyl)-ethyl ester 
• 40759-46-4 1-(2-methanesulfonyloxyethyl)-3-methoxybenzene 
• 824-98-6 m-methoxybenzyl chloride 
• 100-83-4 meta-hydroxybenzaldehyde 
• 35553-92-5 ETHYL 3-METHOXYPHENYLACETATE 
• 6971-51-3 3-methoxybenzyl alcohol 
• 19924-43-7 3-methoxyphenylacetonitrile 
• 5020-41-7 2-(3-methoxyphenyl)-ethanol 
• 2398-37-0 3-methoxyphenyl bromide 
• 1798-09-0 m-methoxyphenylacetic acid 
• 2146-61-4 3-methoxyphenethyl bromide 
• 73004-96-3 1-(2-chloroethyl)-3-methoxybenzene 

Downstream Products

• 220332-78-5 (+)-(1S,3aS,4S,7aS)-3a,4,7,7a-tetrahydro-1-(tert-butyldimethylsiloxy)-6-carbomethoxy-7a-ethyl-5-hydroxy-4-(2-(3-methoxyphenyl)ethyl)indane 
• 327621-51-2 methyl 2-methoxycarbonyl-4-(3-methoxyphenyl)butanoate 
• 928776-16-3 4-[2-(3-methoxy-phenyl)-ethyl]-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbaldehyde 
• 82586-31-0 3-[2-(3-Methoxy-phenyl)-ethyl]-phenol 
• 82586-30-9 6-[2-(3-Methoxy-phenyl)-ethyl]-7-oxa-bicyclo[4.1.0]heptan-2-one 
• 82586-28-5 3-[2-(3-Methoxy-phenyl)-ethyl]-3-methylsulfanyl-cyclohexanone 
• 82586-29-6 3-[2-(3-methoxy-phenyl)-ethyl]-cyclohex-2-enone 
• 82586-26-3 [7-(3-Methoxy-phenyl)-1-methylene-5,5-bis-methylsulfanyl-heptyloxy]-trimethyl-silane 
• 201002-22-4 (E)-1-(4-iodopent-3-enyl)-3-methoxybenzene 
• 1208110-11-5 (2S)-6-methoxy-1'-[2-(3-methoxyphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one hydrochloride 
• 1208110-09-1 (2S)-6-methoxy-1'-[2-(3-methoxyphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one 
• 1208110-65-9 6-methoxy-1'-(2-oxo-2-phenylethyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one 
• 1208110-16-0 6-methoxy-1'-(2-phenylpropyl)-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one hydrochloride 
• 1208109-86-7 6-methoxy-1'-[2-(2-methylphenyl)ethyl]-3,4-dihydro-1H-spiro[naphthalene-2,2'-piperidin]-1-one hydrochloride 

Relevant articles and documents

Discovery, synthesis, and structure-activity relations of 3,4-dihydro-1H-spiro(naphthalene-2,2′-piperidin)-1-ones as potassium-competitive acid blockers

With the aim to discover a gastric antisecretory agent more potent than the existing proton pump inhibitors, novel 3,4-dihydro-1H-spiro(naphthalene-2,2′-piperidin)-1-one derivatives, which could occupy two important lipophilic pockets (described as LP-1 and LP-2) of H+,K+-ATPase and can strongly bind to the K+-binding site, were designed based on a docking model. Among the compounds synthesized, compound 4d showed a strong H+,K+-ATPase-inhibitory activity and a high stomach concentration in rats, resulting in potent inhibitory action on histamine-stimulated gastric acid secretion in rats. Furthermore, 4d exerted significant inhibitory action on histamine-stimulated gastric-acid secretion in rats with a rapid onset and moderate duration of action after the administration. These findings may lead to a new insight into the drug design of potassium-competitive acid blockers.

Design and synthesis of phenethyl benzo[1,4]oxazine-3-ones as potent inhibitors of PI3Kinaseγ

The Type 1 PI3Kinases comprise a family of enzymes, which primarily phosphorylate PIP2 to give the second messenger PIP3, a key player in many intracellular signaling processes [Science, 2002, 296, 1655; Trends Pharmacol. Sci. 2003, 24, 366]. Of the four type 1 PI3Ks, the γ-isoform, which is expressed almost exclusively in leukocytes [Curr. Biol., 1997, 7, R470], is of particular interest with respect to its role in inflammatory diseases such as rheumatoid arthritis (RA) and chronic obstructive pulmonary disease (COPD) [Mol. Med. Today, 2000, 6, 347]. Investigation of a series of 4,6-disubstituted-4H-benzo[1,4]oxazin-3-ones has led to the identification of single-digit nanomolar inhibitors of PI3Kγ, several of which had good cell based activity and were shown to be active in vivo in an aspectic peritonitis model of inflammatory cell migration.

A short enantioselective total synthesis of the third-generation oral contraceptive desogestrel

Desogestrel (1) has been synthesized enantioselectively by a 14-step process from the known and readily available precursor 3, as outlined in Chart 2. At the heart of this process is the short, convergent, and stereocontrolled method for forming the tetracyclic ring system and the critical 11-exomethylene function, that is, the sequence of steps 6 → 8 → → 12. All steps of the synthesis proceed in good yield.