60125-24-8

Basic information

• Product Name: FEMA 3181
• Synonyms: ORTHO-METHOXY CINNAMIC ALDEHYDE;O-METHOXY CINNAMIC ALDEHYDE;O-METHOXYCINNAMALDEHYDE;2-PROPENYL-3(2-METHOXYPHENOL);AKOS BBS-00003213;FEMA 3181;2-methoxycinnamaldehyde, predominantly trans;(2E)-3-(2-METHOXYPHENYL)PROP-2-ENAL
• CAS NO: 60125-24-8
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.19
• EINECS: 216-131-3
• Product Categories: Aldehydes;C10 to C21;Carbonyl Compounds
• Mol File: 60125-24-8.mol
• Article Data: 34

Chemical Properties

• Melting Point: 44-48 °C(lit.)
• Boiling Point: 160-161 °C12 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.0281 (rough estimate)
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: FEMA 3181(CAS DataBase Reference)
• NIST Chemistry Reference: FEMA 3181(60125-24-8)
• EPA Substance Registry System: FEMA 3181(60125-24-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 2
• RTECS: GD6590000
• Hazardous Substances Data: 60125-24-8(Hazardous Substances Data)

Usage

General Description

FEMA 3181 refers to Ethyl 3-Hydroxybutyrate, a chemical compound often used as a flavoring agent. It has a mildly fruity odor with a perceived sweet and rum-like taste. FEMA 3181 is approved by FEMA (the Flavor and Extract Manufacturers Association) for use in a wide range of food products. It is considered safe for consumption when used at appropriate levels. It's employed in the culinary industry to add flavor to numerous food and drink products. It is industrially produced through a chemical reaction process.

Upstream product

• 1504-61-6 (E)-3-(2-methoxyphenyl)prop-2-en-1-ol 
• 13523-28-9 cis-3-(2-Methoxyphenyl)prop-2-en-1-ol 
• 3054-95-3 acrylaldehyde diethyl acetal 
• 529-28-2 4-iodoanisol 
• 157001-18-8 1-((E)-3,3-Diethoxy-propenyl)-2-methoxy-benzene 
• 121-44-8 triethylamine 
• 135-02-4 ortho-anisaldehyde 
• 433936-29-9 C₁₂H₁₆O₃ 
• 767-91-9 1-ethynyl-2-methoxybenzene 
• 298-12-4 Glyoxilic acid 
• 2136-75-6 (triphenylphosphoranylidene)acetaldehyde 
• 1171019-85-4 C₁₂H₁₆O₃ 
• 75-07-0 acetaldehyde 
• 10493-37-5 3-(2-methoxyphenyl)propan-1-ol 

Downstream Products

• 115754-60-4 (2E,4E)-5-(2-methoxyphenyl)penta-2,4-dienal 
• 127280-10-8 (E)-3-(2-Methoxyphenyl)propenal N,N-dimethylhydrazone 

Relevant articles and documents

(±)-torreyunlignans A-D, Rare 8-9′ linked neolignan enantiomers as phosphodiesterase-9A inhibitors from torreya yunnanensis

(±)-Torreyunlignans A-D (1a/1b-4a/4b), four pairs of new 8-9′ linked neolignan enantiomers featuring a rare (E)-2-styryl-1,3-dioxane moiety, were isolated from the trunk of Torreya yunnanensis. The structures were determined by combined spectroscopic and chemical methods, and the absolute configurations were elucidated by ECD calculations. The compounds were screened by using tritium-labeled adenosine 3′,5′-cyclic monophosphate ([3H]-cGMP) as a substrate for inhibitory affinities against phosphodiesterase-9A (PDE9A), which is a potential target for the treatment of diabetes and Alzheimer's disease. All of the enantiomers exhibited inhibition against PDE9A with IC50 values ranging from 5.6 to 15.0 μM. This is the first report of PDE9A inhibitors from nature.

Discovery of novel diphenylbutene derivative ferroptosis inhibitors as neuroprotective agents

Ferroptosis is a regulated and iron-dependent cell death. Ferroptosis inhibitors are promising for treating many neurological diseases. Herein, with phenotypic assays, we discovered a new diphenylbutene derivative ferroptosis inhibitor, DPT. Based on this hit, we synthesized fourteen new diphenylbutene derivatives, evaluated their ferroptosis inhibitory activities in HT22 mouse hippocampal neuronal cells, and found that three compounds exhibited improved inhibitory activities compared with DPT. Among these active compounds, compound 3f displayed the most potent anti-ferroptosis activity (EC50 = 1.7 μM). Further studies demonstrated that 3f is a specific ferroptosis inhibitor. And we revealed that different from the classic ferroptosis inhibitors, 3f blocked ferroptosis by increasing FSP1 protein level. Moreover, 3f can penetrate blood-brain barrier (BBB). In a rat model of ischemic stroke, 3f effectively mitigated cerebral ischemic injury. Therefore, we are confirmed that 3f, as a novel ferroptosis inhibitor with a new scaffold, is promising for further development as an agent against neurological diseases.

Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand

The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes has been achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which affords various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.