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chemistry, an ethynyl group is a functional group with the formula −C≡CH, representing an acetylene molecule with one fewer hydrogen atom. Ethynyl group (HC≡C–)
Ethynyl_group
Organic substituent with one or more free valences at a carbon atom
group) Alkynyl group (e.g., propargyl group, ethynyl group) Benzyloxycarbonyl group (Cbz) tert-butoxycarbonyl group (Boc) Carboxyl group IUPAC, Compendium
Organyl_group
Hydrocarbon compound
The ethynyl radical (systematically named λ3-ethyne and hydridodicarbon(C—C)) is an organic compound with the chemical formula C≡CH (also written [CCH]
Ethynyl_radical
Estrogen medication
estrogenic activity of estradiol). In contrast to estradiol, the 17α-ethynyl group of ethinylestradiol prevents oxidation of the C17β position of ethinylestradiol
Ethinylestradiol
Pharmaceutical compound
indicate that this behavior is largely explained by the 4′-ethynyl group of islatravir. The group fits into a conserved hydrophobic pocket in the polymerase
Islatravir
Chemical naming suffix denoting a triple bond
generally used as a suffix, "-yne" is also used as an infix to name substituent groups that are triply bound to the parent compound. This suffix arose as a collapsed
-yne
Chemical compound
5α-Dihydronorethisterone (5α-DHNET, dihydronorethisterone, 17α-ethynyl-5α-dihydro-19-nortestosterone, or 17α-ethynyl-5α-estran-17β-ol-3-one) is a major active metabolite
5α-Dihydronorethisterone
Chemical compound
4-((trimethylsilyl)ethynyl)benzaldehyde, followed by removal of the trimethylsilyl group with base to form 4-ethynylbenzaldehyde. The ethynyl functionality
4-Ethynylbenzaldehyde
Progestin medication
metabolites occurs in spite of steric hindrance by the ethynyl group at C17α. The ethynyl group of norethisterone is preserved in approximately 90% of
Norethisterone
Chemical compound
structurally similar to L-threonine, but features a terminal ethynyl group (–C≡CH) instead of a methyl group at the β-carbon. Its molecular formula is C5H7NO3,
Β-Ethynylserine
Chemical group (–CH2C≡CH)
HC≡C−CH2CH2−, or substituted homologue. Alkenyl groups Allyl Vinyl group Ethynyl Propargyl chloride Propargyl alcohol Propargyl bromide Propiolic acid Ferreira
Propargyl_group
Chemical compound
norethisterone (17α-ethynyl-19-nortestosterone). This is because it uniquely possesses a cyanomethyl group (i.e., a nitrile group) at the C17α position
Dienogest
extended or bulkier group at the C17α position reduces AR agonist activity or changes the steroid into an antiandrogen. An ethynyl group (e.g., ethisterone
Structure–activity relationships of anabolic steroids
Structure–activity_relationships_of_anabolic_steroids
Synthetic and orally active anabolic–androgenic steroid (AAS)
of gestrinone (17α-ethynyl-18-methyl-19-nor-δ9,11-testosterone) in which the ethynyl group has been hydrogenated into an ethyl group, thereby converting
Tetrahydrogestrinone
Class of chemical compounds
of ethylestrenol). Conversely, replacement of the C17α alkyl group with an ethynyl group greatly reduces but does not abolish androgenic activity, as
17α-Alkylated anabolic steroid
17α-Alkylated_anabolic_steroid
Chemical compound
ring with novel functional groups such as ethynyl groups, ether groups, thioether groups, platinum functional groups, aryl groups, phenalenyl and indeno extensions
Corannulene
Chemical compound
Tetraethynylmethane is an organic compound with formula C9H4, consisting of four ethynyl groups bonded to a central carbon atom. It is an alkyne, and one of the most
Tetraethynylmethane
Organic compound with a –C≡N functional group
electronegativity of its nitrogen atom, in contrast to the ethynyl group. For example, the nitrile group of the competitive PDE-3 inhibitor milrinone forms an
Nitrile
Chemical compound
norethisterone (17α-ethynyl-19-nortestosterone). This is because it possesses an allyl group at the C17α position rather than the usual ethynyl group. As such,
Allylestrenol
Chemical compound
19-nortestosterone group, and a synthetic estrane steroid. It is the C17β acetate ester of norethisterone. NETA is a derivative of testosterone with an ethynyl group at
Norethisterone_acetate
Chemical compound
group, and a synthetic estrane steroid. It is the C17β enanthate ester of norethisterone. NETE is a derivative of testosterone with an ethynyl group at
Norethisterone_enanthate
Chemical compound
synthesis of norboletone (15). Norgestrel is the unreduced alkyne (ethynyl group). Fainaru-Wada M, Williams L (23 March 2006). Game of Shadows: Barry
Norboletone
estradiol valerate). These differences are due to the introduction of an ethynyl group at the C17α position in ethinylestradiol (also known as 17α-ethynylestradiol)
Pharmacodynamics_of_estradiol
Chemical compound
coupling it couples with trimethylsilylacetylene to form 4-((trimethylsilyl)ethynyl)benzaldehyde, precursor to 4-ethynylbenzaldehyde. "4-Bromobenzaldehyde"
4-Bromobenzaldehyde
Chemical compound
lieu of an ethynyl, without specifying the exact stereochemistry, e.g. For JNJ-7925476 itself, the Ethynyl group is made from the p-iodo group (i.e. PC9951513)
JNJ-7925476
Chemical compound
estradiol. This is analogous to the case of ethinylestradiol and its C17α ethynyl group. Methylestradiol, or 17α-methylestradiol (17α-ME), also known as 17α-methylestra-1
Methylestradiol
Group of atoms giving a molecule characteristic properties
otherwise, the suffix replaces only the final "-e" (e.g. "ethyne" becomes "ethynyl"). When used to refer to moieties, multiple single bonds differ from a
Functional_group
Chemical compound
progestins that possesses a 17α-allyl group, the other being allylestrenol. Most other progestins possess a 17α-ethynyl group, while AAS, if they are 17α-substituted
Altrenogest
Androgen and anabolic steroid
(17α-ethynyl-19-nortestosterone) and etynodiol (17α-ethynyl-3-deketo-3β-hydroxy-19-nortestosterone) only by the lack of a ketone group and hydroxyl group at
Lynestrenol
Pharmaceutical compound
ISSN 0018-019X. The Table summarizes some physicochemical data for the ethynyl group compared to other 4-substituents resulting in some of the most-potent
2,5-Dimethoxy-4-cyanoamphetamine
2,5-Dimethoxy-4-cyanoamphetamine
Chemical compound
with Grignard reagents such as ethynylmagnesium bromide to synthesize ethynyl derivatives. Oxidation of 1-methylcyclohexene catalyzed by cytochrome P450
1-Methylcyclohexene
Chemical compound
(17α-ethynylestradiol) with a methoxy group at the C11β position and a derivative of 11β-methoxyestradiol with an ethynyl group at the C17α position. The compound
Moxestrol
Chemical compound
17α-Ethynyl-3β-androstanediol (developmental code HE-3539; also known as 17α-ethynyl-5α-androstane-3β,17β-diol) is a synthetic estrogen and a 17α-substituted
17α-Ethynyl-3β-androstanediol
Functional group
designates: A cyanomethyl group (N≡CCH2–), a type of nitrile group The cyanomethyl radical (N≡CCH2·) The cyanomethyl carbanion (N≡CCH2−) Ethynyl Hydroxymethyl Trifluoromethyl
Cyanomethyl
Addition reaction
carbonyl group (C=O) to form an propargylic alcohol (R2C(−OH)−C≡C−R'). When the acetylide is formed from acetylene (HC≡CH), the reaction gives an α-ethynyl alcohol
Alkynylation
Chemical compound
17α-ethynylestr-5(10)-en-17β-ol, is a steroidal progestin of the 19-nortestosterone group that was developed by Organon in the 1960s but was never marketed. It is
Tigestol
Group of isomeric chemical compounds which are strong bases
organic chemistry, a diethynylbenzene dianion is an anion consisting of two ethynyl anions as substituents on a benzene ring. With the chemical formula C 6H
Diethynylbenzene_dianion
Chemical compound
3-((2-Methyl-4-thiazolyl)ethynyl)pyridine (MTEP) is a research drug that was developed by Merck & Co. as a selective allosteric antagonist of the metabotropic
MTEP
Pharmaceutical drug
and feces. Norelgestromin, also known as 17α-ethynyl-18-methyl-19-nortestosterone 3-oxime or as 17α-ethynyl-18-methylestr-4-en-17β-ol-3-one 3-oxime, is
Norelgestromin
Chemical acid found in vinegar
as an acidity regulator and as a condiment. In biochemistry, the acetyl group, derived from acetic acid, is fundamental to all forms of life. When bound
Acetic_acid
Void between celestial bodies
retrieved 14 February 2017. Tadokoro, M. (1968), "A Study of the Local Group by Use of the Virial Theorem", Publications of the Astronomical Society
Outer_space
Chemical group (–CH3) derived from methane
In formulas, the group is often abbreviated as Me. This hydrocarbon group occurs in many organic compounds. It is a very stable group in most molecules
Methyl_group
Chemical compound
Cosford ND (October 2008). "Pharmacological characterization of (S)-(2)-5-ethynyl-3-(1-methyl-2-pyrrolidinyl)pyridine HCl (SIB-1508Y, Altinicline), a novel
Altinicline
Hydrocarbon compound (H2C=CH2)
"oxychlorination", i.e. chlorine itself is not used. Some products derived from this group are polyvinyl chloride, trichloroethylene, perchloroethylene, methyl chloroform
Ethylene
Chemical compound
urine. Norgestimate, also known as 17α-ethynyl-18-methyl-19-nortestosterone 3-oxime 17β-acetate or as 17α-ethynyl-18-methylestr-4-en-17β-ol-3-one 3-oxime
Norgestimate
Hormonal medication used for birth control
led to 18-iodo-17a-ethynyl-nandrolone (3). The ethylene glycol ketal protecting group was added to give 18-iodo-17b-hydroxy-17a-ethynyl-estr-5-ene-3-one-ethylene
Levonorgestrel
Chemical compound
MFZ 10-7 (3-fluoro-5-((6-methylpyridin-2-yl)ethynyl)benzonitrile) is a drug with potential applications in the treatment of addiction, which acts as a
MFZ_10-7
Chemical group (–OCH3)
organic chemistry, a methoxy group is the functional group consisting of a methyl group bound to oxygen. This alkoxy group has the formula R−O−CH3. On
Methoxy_group
Chemical compound
Ina Dix; Heino Hinrichs; Henning Hopf (2004). "Cyclophanes. Part LII:1 Ethynyl[2.2]paracyclophanes – New Building Blocks for Molecular Scaffolding". Synthesis
N-Formylpiperidine
Chemical compound
11-methylene-δ15-norethisterone or 17α-ethynyl-11-methylene-19-nor-δ15-testosterone, is a progestin of the 19-nortestosterone group which was under development by
Tosagestin
Organic compounds containing a metal bound to a triple-bonded carbon
acetylide Barium acetylide Copper(I) acetylide Silver(I) acetylide Ethynyl Ethynyl radical Diatomic carbon (neutral C2) Acetylenediol Holzrichter, Klaus;
Acetylide
Group of atoms introduced into a compound to prevent subsequent reactions
Kenneth M. Nicholas: "Isolation, characterization, and stability of α-[(ethynyl)dicobalt hexacarbonyl] carbonium ions", in: J. Organomet. Chem., 1977,
Protecting_group
Hydrocarbon compound (HC≡CH)
ethynylation of formaldehyde. Acetylene adds to aldehydes and ketones to form α-ethynyl alcohols: The reaction gives butynediol, with propargyl alcohol as the
Acetylene
Chemical compound
organic compounds, reactions that exploit the electrophilicity of the alkyne group. Dennis E. Vogel; George H. Büchi (1988). "α-Unsubstituted γ,δ-Unsaturated
Ethyl_propiolate
Pharmaceutical compound
et al. (June 2013). "Discovery of (R)-(2-fluoro-4-((-4-methoxyphenyl)ethynyl)phenyl) (3-hydroxypiperidin-1-yl)methanone (ML337), an mGlu3 selective
ML337
Chemical compound
Ina Dix; Heino Hinrichs; Henning Hopf (2004). "Cyclophanes. Part LII:1 Ethynyl[2.2]paracyclophanes – New Building Blocks for Molecular Scaffolding". Synthesis
Seyferth–Gilbert_homologation
Chemical compound
(developmental code name WY-4355) is a steroidal progestin of the 19-nortestosterone group related to norgestrel that was investigated as an oral contraceptive in
Chloroethynylnorgestrel
Chemical compound
receptor degrader (SERD) developed by Genentech, a member of the Roche Group, for the treatment of estrogen receptor-positive (ER+), HER2-negative advanced
Giredestrant
Interstellar molecular cloud in the constellations Taurus and Auriga
Vinylacetylene (CH2CHCCH), allenyl acetylene, Propionitrile (CH3CH2CN) ethynyl cyclopropenylidene (1,2), cyclopentadiene and indene. The QUIJOTE survey
Taurus_molecular_cloud
Chemical compound
([NR4]+), where one or more hydrogen atoms are replaced by organic or other groups (indicated by R). Not only is ammonium a source of nitrogen and a key metabolite
Ammonium
Chemical compound
(17α-ethynyl-5-androstenediol), ethandrostate (17α-ethynyl-5-androstenediol 3β-cyclohexylpropionate), 17α-ethynyl-3α-androstanediol, and 17α-ethynyl-3β-androstanediol
Ethisterone
Chemical compound
organic compounds, reactions that exploit the electrophilicity of the alkyne group. For example it is a potent dienophile. It has been widely evaluated as
Methyl_propiolate
Chemical compound
Phenylacetylene is an alkyne hydrocarbon containing a phenyl group. It exists as a colorless, viscous liquid. In research, it is sometimes used as an
Phenylacetylene
Progestin medication
unconjugated. Gestodene, also known as 17α-ethynyl-18-methyl-19-nor-δ15-testosterone, as well as 17α-ethynyl-18-methylestra-4,15-dien-17β-ol-3-one or 13β-ethyl-18
Gestodene
have been marketed: Norelgestromin (17α-ethynyl-18-methyl-19-nortestosterone 3-oxime) Norgestimate (17α-ethynyl-18-methyl-19-nortestosterone 3-oxime 17β-acetate)
List_of_progestogen_esters
Anabolic steroid
Trenbolone is an androgen and anabolic steroid (AAS) of the nandrolone group which itself was never marketed for human use. [clarification needed] Trenbolone
Trenbolone
Chemical compound with formula NaCl
CCP radical Chloronium Diazenylium Dicarbon monoxide Disilicon carbide Ethynyl radical Formyl radical Hydrogen cyanide (HCN) Hydrogen isocyanide (HNC)
Sodium_chloride
Chemical compound
classifies naphthalene as possibly carcinogenic to humans and animals (Group 2B). The IARC also points out that acute exposure causes cataracts in humans
Naphthalene
a minimal set of genes that each occurred in at least two groups of Bacteria and two groups of Archaea. They argued that such a distribution of genes
Earliest_known_life_forms
Class of organometallic compounds
Takanori Matsuda and coworkers reported the transformation of 2,2'-ethynyl-biphenyls into ethynyl-phenanthrenes using ruthenium catalysis. This transformation
Transition metal vinylidene complex
Transition_metal_vinylidene_complex
Triatomic oxygen molecule
non-systematically, to refer to the substituent group (-OOO-). Care should be taken to avoid confusing the name of the group for the context-specific name for the
Ozone
5-dimethoxyphenethylamine) Desoxyethynylscaline (DYN; 4-ethynylmescaline; 4-ethynyl-3,5-dimethoxyphenethylamine) Desoxybromoscaline (DBR; 4-bromomescaline;
Desoxyscaline
Life arising from non-living matter
central to the translation process. Small RNAs can catalyze all the chemical groups and information transfers required for life. RNA both expresses and maintains
Abiogenesis
Organic ammonia derivative
derivative of ammonia, but with one hydrogen atom being replaced by a methyl group. It is the simplest primary amine. Methylamine is sold dissolved in solution
Methylamine
Chemical compound
norethisterone (17α-ethynyl-19-nortestosterone), in which the C3 ketone group has been dehydrogenated into a C3β hydroxyl group and acetate esters have
Etynodiol_diacetate
Immunomodulatory drug
Langer P, Monsef I, Scheid C, Estcourt LJ, et al. (Cochrane Haematology Group) (November 2019). "Multiple drug combinations of bortezomib, lenalidomide
Thalidomide
Chemical compound
6-difluoro-17α-ethynyl-19-nortestosterone or as 6,6-difluoro-17α-ethynylestr-4-en-17β-ol-3-one, is a steroidal progestin of the 19-nortestosterone group that was
6,6-Difluoronorethisterone
Chemical compound
used in the polymer industry. It is composed of both alkyne and alkene groups and is the simplest enyne. Vinylacetylene is extremely dangerous because
Vinylacetylene
CH3OH; simplest possible alcohol
aliphatic alcohol, with the chemical formula CH3OH (a methyl group linked to a hydroxyl group, often abbreviated as MeOH). It is a light, volatile, colorless
Methanol
Chemical compound
agent for chemical analysis of zinc in water and wastewater. The cyanide group complexes zinc and other heavy metals, which is separated and analyzed in
Potassium_cyanide
Organic compound ((CH3)2CO); simplest ketone
Groeneveld, W.L. (1969). "Complexes with ligands containing the carbonyl group. Part I: Complexes with acetone of some divalent metals containing
Acetone
Chemical compound
6,6-Difluoronorethisterone acetate, also known as 6,6-difluoro-17α-ethynyl-19-nortestosterone 17β-acetate or as 6,6-difluoro-17α-ethynylestr-4-en-17β-ol-3-one
6,6-Difluoronorethisterone acetate
6,6-Difluoronorethisterone_acetate
Potassium compound and alternative to salt
CCP radical Chloronium Diazenylium Dicarbon monoxide Disilicon carbide Ethynyl radical Formyl radical Hydrogen cyanide (HCN) Hydrogen isocyanide (HNC)
Potassium_chloride
Steroidal antiandrogen and antimineralocorticoid
antimineralocorticoid, in which a hydroxyl group has been substituted at the C17α position (as in 17α-hydroxyprogesterone), the acetyl group at the C17β position has been
Spironolactone
Organic compound (H–CHO); simplest aldehyde
lipids. Demethylases act by converting N-methyl groups to formaldehyde. Formaldehyde is classified as a group 1 carcinogen and can cause respiratory and skin
Formaldehyde
Matter with biological processes
Bose, Debopriya (14 May 2019). "Six Main Cell Functions". Leaf Group Ltd./Leaf Group Media. Archived from the original on 29 March 2020. Retrieved 29
Life
Chemical compound
Etonogestrel, also known as 11-methylene-17α-ethynyl-18-methyl-19-nortestosterone or as 11-methylene-17α-ethynyl-18-methylestr-4-en-17β-ol-3-one, is a synthetic
Etonogestrel
Chemical element with atomic number 7 (N)
and atomic number 7. Nitrogen is a nonmetal and the lightest member of group 15 of the periodic table, often called the pnictogens. It is a common element
Nitrogen
Chemical compound
CCP radical Chloronium Diazenylium Dicarbon monoxide Disilicon carbide Ethynyl radical Formyl radical Hydrogen cyanide (HCN) Hydrogen isocyanide (HNC)
Hydrogen_fluoride
Chemical compound
acetylene itself, prevents further coupling reactions. The trimethylsilyl group can then be cleaved off with TBAF or DBU to form phenylacetylene derivatives
Trimethylsilylacetylene
Androgenic Anabolic steroid
of a large group of progestins, the norethisterone (17α-ethynyl-19-nortestosterone) derivatives. This family is subdivided into two groups: the estranes
Nandrolone
Estimate of extraterrestrial civilizations
for extraterrestrial intelligence". Nature. 409 (6823). Nature Publishing Group: 1110–1114. Bibcode:2001Natur.409.1110W. doi:10.1038/35059235. PMID 11234025
Drake_equation
Organochloride known as an insecticide
P450 in some insect species, as greater quantities of some enzymes of this group accelerate the toxin's metabolism into inactive metabolites. Genomic studies
DDT
Chemical compound
17α-ethynylestr-5-en-17β-ol) is a steroidal progestin of the 19-nortestosterone group that was never marketed. It was synthesized in 1969 and was developed in
Cingestol
Trademark Office. https://patents.google.com/patent/US9745338B2/en IARC Working Group on the Evaluation of Carcinogenic Risks to Humans; World Health Organization;
List_of_estrogen_esters
Androgen and anabolic steroid
nucleus, classifying oxandrolone as a 2-oxa-steroid. There is a hydroxyl group (-OH) attached at stereo-direction β to carbon 17, which is a characteristic
Oxandrolone
Chemical compound of hydrogen and oxygen
biodiversity of a coral reef Some marine diatoms – a key phytoplankton group Squat lobster and Alvinocarididae shrimp at the Von Damm hydrothermal field
Water
Primary female sex hormone
Δ8-Estrone 8,9-Dehydroestrone 19 32 0.52 0.57 Estrogen Ethinylestradiol EE; 17α-Ethynyl-17β-E2 120.9 (68.8–480) 44.4 (2.0–144) 0.02–0.05 0.29–0.81 Estrogen Mestranol
Estrogen
± 1180 pg/mL for the whole group of women but found that estradiol levels between the normotensive and hypertensive groups were significantly different
Pharmacokinetics_of_estradiol
Poisonous and flammable gas
are often black or brown, leading to the dark color of sludge. Several groups of bacteria can use hydrogen sulfide as fuel, oxidizing it to elemental
Hydrogen_sulfide
ETHYNYL GROUP
ETHYNYL GROUP
ETHYNYL GROUP
ETHYNYL GROUP
ETHYNYL GROUP
ETHYNYL GROUP
ETHYNYL GROUP
ETHYNYL GROUP
ETHYNYL GROUP