Category
page 14-Methoxyphenyl compounds

venlafaxine
Venlafaxine, sold under the brand name Effexor among others, is an antidepressant medication of the serotonin–norepinephrine reuptake inhibitor (SNRI) class. It is used to treat major depressive disorder, generalized anxiety disorder, panic disorder, and social anxiety disorder. Studies have shown that venlafaxine improves post-traumatic stress disorder (PTSD) as a recommended first-line treatment. It may also be used for chronic neuropathic pain. It is taken orally (swallowed by mouth). It is also available as the salt venlafaxine besylate (venlafaxine benzenesulfonate monohydrate) in an exte

diltiazem
Diltiazem, sold under the brand name Cardizem among others, is a nondihydropyridine calcium channel blocker medication used to treat high blood pressure, angina, and certain heart arrhythmias. It may also be used in hyperthyroidism if beta blockers cannot be used. It is taken by mouth or given by injection into a vein. When given by injection, effects typically begin within a few minutes and last a few hours.
apixaban
Apixaban, sold under the brand name Eliquis, is an anticoagulant medication used to treat and prevent blood clots and to prevent stroke in people with nonvalvular atrial fibrillation through directly inhibiting factor Xa. It is used as an alternative to warfarin to prevent blood clots following hip or knee replacement and in those with a history of prior clots and does not require monitoring by blood tests or dietary restrictions. It is taken by mouth.

formoterol
Formoterol, also known as eformoterol, is a long-acting β2 agonist (LABA) used as a bronchodilator in the management of asthma and chronic obstructive pulmonary disease (COPD). Formoterol has an extended duration of action (up to 12 h) compared to short-acting β2 agonists such as salbutamol (albuterol), which are effective for 4 h to 6 h. Formoterol has a relatively rapid onset of action compared to other LABAs, and is effective within 2-3 minutes. The 2022 Global Initiative for Asthma report recommends a combination formoterol/inhaled corticosteroid inhaler as both a preve
mebeverine
Mebeverine is a drug used to alleviate some of the symptoms of irritable bowel syndrome. It works by relaxing the muscles in and around the gut.
estragole
Estragole ('''p-allylanisole, methyl chavicol''') is a phenylpropene, a natural organic compound. Its chemical structure consists of a benzene ring substituted with a methoxy group and an allyl group. It is an isomer of anethole, differing with respect to the location of the double bond. It is a colorless liquid, although impure samples can appear yellow. It is a component of various trees and plants, including turpentine (pine oil), anise, fennel, bay, tarragon, and basil. It is used in the preparation of fragrances. Its aroma is described as "sweet, sassafras, anise, spicy, green, herbal, fe
puromycin
Puromycin is an antibiotic protein synthesis inhibitor which causes premature chain termination during translation.
astemizole
Astemizole (marketed under the brand name Hismanal, developmental code R43512) was a second-generation antihistamine drug that has a long duration of action. Astemizole was discovered by Janssen Pharmaceutica in 1977. It was withdrawn from the market globally in 1999 because of rare but potentially fatal side effects (QTc interval prolongation and related arrhythmias due to hERG channel blockade).
p-anisic acid
chemical compound
pyrilamine
Mepyramine, also known as pyrilamine, is a first-generation antihistamine, targeting the H1 receptor as an inverse agonist. Mepyramine rapidly permeates the brain, often causing drowsiness.
4-methoxyamphetamine
'''para-Methoxyamphetamine (PMA), also known as 4-methoxyamphetamine (4-MA'''), is a designer drug of the amphetamine class with serotonergic effects. Unlike other similar drugs of this family, PMA does not produce stimulant, euphoriant, or entactogenic effects, and behaves more like an antidepressant in comparison, though it does have some psychedelic properties.
methoxychlor
Methoxychlor is a synthetic organochloride insecticide, now obsolete. Tradenames for methoxychlor include Chemform, Maralate, Methoxo, Methoxcide, Metox, and Moxie.
aniracetam
Aniracetam (brand names Draganon, Sarpul, Ampamet, Memodrin, Referan), also known as '''N-anisoyl-2-pyrrolidinone''', is a racetam which is sold in Europe as a prescription drug. It is not approved by the Food and Drug Administration for use in the United States as a prescription medication or dietary supplement. Despite the FDA's lack of approval, the drug is readily available over-the-counter in misbranded dietary supplements.
octinoxate
chemical compound

avobenzone
Avobenzone (trade names Parsol 1789, Milestab 1789, Eusolex 9020, Escalol 517, Neo Heliopan 357 and others, INCI Butyl Methoxydibenzoylmethane) is an organic molecule and an oil-soluble ingredient used in sunscreen products to absorb the full spectrum of UVA rays.
Lawesson's reagent
chemical compound
mequinol
Mequinol, MeHQ or 4-methoxyphenol, is an organic compound with the formula . It is a phenol with a methoxy group in the para position. A colorless solid, it is used in dermatology and organic chemistry.
p-anisidine
'''p-Anisidine (or para-anisidine''') is an organic compound with the formula CH3OC6H4NH2. A white solid, commercial samples can appear grey-brown owing to air oxidation. It is one of three isomers of anisidine, methoxy-containing anilines. It is prepared by reduction of 4-nitroanisole.
formononetin
Formononetin is an O-methylated isoflavone.
arformoterol
Arformoterol, sold under the brand name Brovana among others, is a medication used for the treatment of chronic obstructive pulmonary disease (COPD).
olodaterol
Olodaterol (trade name Striverdi Respimat) is an ultra-long-acting β adrenoreceptor agonist (ultra-LABA) used as an inhalation for treating people with chronic obstructive pulmonary disease (COPD). It is manufactured by Boehringer Ingelheim.
(RS)-pimobendan
Pimobendan (INN, or pimobendane), sold under the brand name Vetmedin among others, is a veterinary medication. It is a calcium sensitizer and a selective inhibitor of phosphodiesterase 3 (PDE3) with positive inotropic and vasodilator effects.
tangeretin
Tangeretin is an O-polymethoxylated flavone that is found in tangerine and other citrus peels. Tangeretin strengthens the cell wall and acts as a plant's defensive mechanism against disease-causing pathogens.
poncirin
Poncirin is the 7-O-neohesperidoside of isosakuranetin. Poncirin can be extracted from trifoliate orange (Poncirus trifoliata).
4-methoxy-N-methylamphetamine
'''para-Methoxymethamphetamine (PMMA), also known as 4-methoxy-N-methylamphetamine (4-MMA'), is a serotonergic drug of the amphetamine family related to para''-methoxyamphetamine (PMA). It is the 4-methoxy analogue of methamphetamine.
lactisole
Lactisole is the sodium salt and commonly supplied form of 2-(4-methoxyphenoxy)propionic acid, a natural carboxylic acid found in roasted coffee beans. Like gymnemic acid, it has the property of masking sweet flavors and is used for this purpose in the food industry.
cinoxate
Cinoxate is an organic compound used as an ingredient in some types of sunscreens. It is an ester formed from methoxycinnamic acid and 2-ethoxyethanol. It is a slightly yellow viscous liquid that is insoluble in water, but miscible with alcohols, esters, and vegetable oils.

methoxyphedrine
Methedrone ('''para-methoxymethcathinone, 4-methoxymethcathinone, bk-PMMA, PMMC, methoxyphedrine, 4-MeOMC') is a recreational drug of the cathinone chemical class. Chemically, methedrone is closely related to para''-methoxymethamphetamine (PMMA), methylone and mephedrone. Methedrone received media attention in 2009 after the death of two young Swedish men. In both cases toxicology analysis showed methedrone was the only drug present in both men during the time of their overdose and subsequent deaths.
biochanin A
chemical compound
thonzylamine
Thonzylamine (or neohetramine) is an antihistamine and anticholinergic used as an antipruritic.
==Synthesis==
thumb|center|400px|Thonzylamine synthesis: H. L. Friedman and A, V. Tolstouhov, (1949).
N-(1-(4-methoxyphenyl)cyclohexyl)piperidine
4-Methoxyphencyclidine (methoxydine, 4-MeO-PCP) is a dissociative anesthetic drug that has been sold online as a research chemical. The synthesis of 4-MeO-PCP was first reported in 1965 by the Parke-Davis medicinal chemist Victor Maddox. A 1999 review published by a chemist using the pseudonym John Q. Beagle suggested the potency of 4-MeO-PCP in man was reduced relative to PCP, two years later Beagle published a detailed description of the synthesis and qualitative effects of 4-MeO-PCP, which he said possessed 70% the potency of PCP. 4-MeO-PCP was the first arylcyclohexylamine research chemica
retusin
chemical compound
encainide
Encainide (trade name Enkaid) is a class Ic antiarrhythmic agent. It is no longer used because of its frequent proarrhythmic side effects.
icariin
Icariin is a chemical compound classified as a prenylated flavonol glycoside, a type of flavonoid. It is the 8-prenyl derivative of kaempferol 3,7-O-diglucoside. The compound has been isolated from several species of plant belonging to the genus Epimedium which are commonly known as horny goat weed, Yin Yang Huo, and Herba epimedii. Extracts from these plants produce aphrodisiac effects, and are used in traditional Chinese medicine to enhance erectile function.
== References ==
gabazine bromide
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yangonin
Yangonin is one of the six major kavalactones found in the kava plant. It acts as a selective agonist at the CB1 cannabinoid receptor, inhibits monoamine oxidase (particularly MAO-B), and modulates GABAA receptor activity. Yangonin significantly reduces nociception and inflammatory hyperalgesia via spinal CB1 receptors in rats, highlighting its potential as a promising treatment for pain. It is the strongest COX-II inhibitor among the six major kavalactones. Yangonin also exhibits neuroprotective, antifungal, and antimicrobial properties, though it has shown toxicity to human hepatocytes in vi
sch-48461
SCH-48461 is a cholesterol absorption inhibitor.
4-bromoanisole
4-Bromoanisole is the organobromine compound with the formula CH3OC6H4Br. It is colorless liquid with a pleasant smell similar to that of anise seed. It is one of three isomers of bromoanisole, the others being 3-bromoanisole and 2-bromoanisole. It is the precursor to many 4-anisyl derivatives.
(Z)-4,4'-dimethoxyazoxybenzene
'''para-Azoxyanisole (PAA) is an organic, aromatic compound. Its chemical formula is C14H14N2O3'''. In a solid state, it appears as a white powder, but when heated it forms a liquid crystal. As one of the first known and most readily prepared liquid crystals, PAA has played an important role in the development of liquid crystal displays.
anisomycin
Anisomycin, also known as flagecidin, is an antibiotic produced by Streptomyces griseolus which inhibits eukaryotic protein synthesis. Partial inhibition of DNA synthesis occurs at anisomycin concentrations that effect 95% inhibition of protein synthesis. Anisomycin can activate stress-activated protein kinases, MAP kinase and other signal transduction pathways.
chlorotrianisene
Chlorotrianisene (CTA), also known as 'tri-p-anisylchloroethylene (TACE) and sold under the brand name Tace' among others, is a nonsteroidal estrogen related to diethylstilbestrol (DES) which was previously used in the treatment of menopausal symptoms and estrogen deficiency in women and prostate cancer in men, among other indications, but has since been discontinued and is now no longer available. It is taken by mouth.
anisyl acetate
chemical compound
MBBA
'''N-(4-Methoxybenzylidene)-4-butylaniline (MBBA''') is an organic compound often used as a liquid crystal.
anetholtrithion
chemical compound
flavokavain A
chemical compound
bemotrizinol
Bemotrizinol (INN, USAN, INCI name bis-ethylhexyloxyphenol methoxyphenyl triazine, BEMT; marketed as EscalolS, Parsol Shield, and TinosorbS) is an oil-soluble organic compound that is added to sunscreens to absorb UV rays.
pemafibrate
Pemafibrate, sold under the brand name Parmodia, is a peroxisome proliferator-activated receptor alpha (PPARα) agonist. It is developed and marketed by Kowa Pharmaceuticals.
clentiazem
Clentiazem is a calcium channel blocker.
tepoxalin
Tepoxalin, sold under the brand name Zubrin among others, is a non-steroidal anti-flammatory drug (NSAIDs) generally used in veterinary medicine to reduce swelling in animals with osteoarthritis. In rare circumstances, tepoxalin can also be used in human pharmacology to relieve pain caused by musculoskeletal conditions such as arthritis and hip dysplasia.
atrasentan
Atrasentan, sold under the brand name Vanrafia, is a medication used to reduce proteinuria. It is an endothelin receptor antagonist. It is taken by mouth.
flumizole
Flumizole is an antiinflammatory agent. More specifically, it is a nonsteroidal anti-inflammatory drug (NSAID) that acts via inhibition of the enzyme cyclooxygenase (COX).
muraglitazar
Muraglitazar (proposed tradename Pargluva) is a dual peroxisome proliferator-activated receptor agonist with affinity to PPARα and PPARγ.
4-vinylanisole
4-Vinylanisole is an organic compound with the formula CH3OC6H4CH=CH2. It is one of three isomers of vinylanisole. A colorless liquid, 4-vinylanisole is found in a number of foods and drinks. It is also a monomer for the synthesis of modified polystyrenes. It is an aggregation pheromone used by locusts.
sch-442416
SCH-442,416 is a highly selective adenosine A2a subtype receptor antagonist. It is widely used in its 11C radiolabelled form to map the distribution of A2a receptors in the brain, where they are mainly found in the striatum, nucleus accumbens, and olfactory tubercle. Given its distribution in the brain, A2a receptors have been investigated for the treatment of various neurological disorders, and SCH-442,416 has shown promise in treatment of depression, Parkinson's disease, and catalepsy.
ambucetamide
Ambucetamide is an antispasmodic found to be particularly effective for the relief of menstrual pain. It was discovered in 1953 by Paul Janssen.
sulfinalol
Sulfinalol is a beta adrenergic receptor antagonist.
sr-19
RCS-4, or 1-pentyl-3-(4-methoxybenzoyl)indole, is a synthetic cannabinoid drug sold under the names SR-19, BTM-4, or Eric-4 (later shortened to E-4), but originally, OBT-199.
amiloxate
Amiloxate is an organic molecule used as UV filter in sunscreen products. It is approved for use in the European Union (since 1997) and is undergoing regulatory evaluation in the United States.
carmoterol
Carmoterol (INN; development codes TA-2005 and CHF-4226) is a non-catechol experimental ultra-long-acting β adrenoreceptor agonist (ultra-LABA) that was in clinical trials before 2010 when it has been withdrawn from further development based on evidence that the compound does not possess a competitive profile.
sergliflozin etabonate
chemical compound