Methylenedioxy

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Methylenedioxy is the term used in the field of

phenyl where it forms the methylenedioxyphenyl or benzodioxole functional group which is widely found in natural products, including safrole, and drugs and chemicals such as tadalafil, MDMA, paroxetine and piperonyl butoxide

Enzymes within the cytochrome P450 superfamily are able to form methylenedioxy bridges by closure of an open, adjacent phenol and methoxy group. Examples of products formed by this process are canadine and berberine. Similarly, ortho-demethylenation can be carried out by other members of the superfamily to open a bridge; a process which is applied to, as examples, both MDMA and MDA during their metabolism.

Functional groups

Hydrocarbons
(only C and H)

Alkyl
- Methyl
- Ethyl
- Propyl
- Cyclopropyl
- Butyl
- Pentyl
Methylene
- Bridge
- Methine
Alkene
- Vinyl
- Allyl
- 1-Propenyl
- Crotyl
- Allene
- Cumulene
Phenyl
Benzyl
Alkyne
Carbene

Only carbon,
hydrogen,
and oxygen
(only C, H and O)

R-O-R	Acetal Alkoxy Methoxy Ether Enol ether Epoxide Peroxy Hydroperoxy Dioxiranes Ethylenedioxy Alcohol Methylenedioxy
carbonyl	Acyl Acetyl Acryloyl Benzoyl Aldehyde Ketene Ketone Ynone
carboxy	Carboxyl Acetoxy Anhydride Ester Orthoester

Only one
element,
not being
carbon,
hydrogen,
or oxygen
(one element,
not C, H or O)

Nitrogen	Amine Enamine Ammonium Hydrazo Nitrene Imine Oxime Hydrazone Azo Amide Imidate Amidine Carbamate Imide Nitrile Isonitrile Cyanate Isocyanate Nitrate Nitrite Nitro Nitroso NONOate
Phosphorus	Phosphate Phosphodiester Phosphonate Phosphite Phosphonous Phosphinate Phosphine oxide Phosphine Phosphonium Phosphaalkene Phosphaalkyne Phosphaallene
Sulfur	Thiol Sulfide Sulfonium Persulfide Disulfide Sulfenic acid Thiosulfinate Sulfoxide Thiosulfonate Sulfinic acid Sulfone Sulfonic acid Thioketone Thial Thioester Thionoester Thioxanthate Xanthate
Boron	Boronic acid
Selenium	Selenol Selenonic acid Seleninic acid Selenenic acid Selone
Tellurium	Tellurol Telluroketone
Halo	Haloalkane Fluoroethyl Trifluoromethyl Trichloromethyl Trifluoromethoxy Hypervalent iodine Vinyl halide Iodide Acyl halide Chloride Perchlorate

Other

See also

chemical classification

chemical nomenclature

inorganic

organic

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