Substituted Naphthylaminopropane
   HOME



picture info

Substituted Naphthylaminopropane
The substituted naphthylethylamines are a class of chemical compounds based on naphthalene. Many naphthylethylamines are naphthylaminopropanes (also known as naphthylisopropylamines) due to the presence of a methyl group at the alpha carbon of the alkyl chain. The naphthylethylamines are derivatives of the phenethylamines, while the naphthylaminopropanes are derivatives of the amphetamines. There are two types of naphthylethylamines based on positional isomerism: 1-naphthylethylamines and 2-naphthylethylamines. Examples of these include 1-naphthylaminopropane (1-NAP) and 2-naphthylaminopropane (2-NAP), respectively. List of substituted naphthylethylamines The substituted napthylethylamines include the following compounds: Additional naphthylethylamines include 4-NEMD, centanafadine (EB-1020), nafimidone, naphazoline, and xaliproden (SR-57746). Some synthetic cannabinoids such as THJ-018 and THJ-2201 are also naphthylethylamines. Related compounds Some related compound ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  




Naphthylisopropylamine
Naphthylaminopropane (NAP; code name PAL-287), also known as naphthylisopropylamine (NIPA), is an research chemical, experimental drug of the substituted amphetamine, amphetamine and substituted naphthylaminopropane, naphthylaminopropane families that was under investigation for the treatment of ethanol, alcohol and stimulant drug addiction, addiction. Pharmacology Pharmacodynamics Activities Naphthylaminopropane is a serotonin–norepinephrine–dopamine releasing agent (SNDRA). Its values for induction of monoamine releasing agent, monoamine release are 3.4nM for serotonin, 11.1nM for norepinephrine, and 12.6nM for dopamine. The drug is also an agonist of the serotonin 5-HT2A receptor, 5-HT2A, 5-HT2B receptor, 5-HT2B, and 5-HT2C, 5-HT2C receptors. Its values are 466nM at the serotonin 5-HT2A receptor, 40nM at the serotonin 5-HT2B receptor, and 2.3nM at the serotonin 5-HT2C receptor. It is a full agonist of the serotonin 5-HT2A and 5-HT2B receptors and a weak partial agonist ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


Naphthylpropylaminopentane
1-(2-Naphthyl)-2-propylaminopentane (NPAP), also known as 2-naphthyl-α,''N''-dipropylphenethylamine, is a monoaminergic activity enhancer (MAE) of the α-propylphenethylamine and substituted naphthylaminopropane, naphthylaminopropane families related to phenylpropylaminopentane (PPAP). It is the structural analog, analogue of PPAP in which the phenyl ring has been replaced with a naphthalene ring (chemistry), ring. MAEs are agents that enhance the action potential-mediated neurotransmitter release, release of monoamine neurotransmitters. NPAP is a MAE of norepinephrine and dopamine but not of serotonin. Its potency (pharmacology), potency is similar to that of PPAP. As with PPAP, the (–)-enantiomer of NPAP is more potent as a MAE. Like PPAP, it is inactive as a classical monoamine releasing agent. NPAP was developed by József Knoll and colleagues and was first described in 2001. See also * Methylenedioxyphenylpropylaminopentane (MPAP) * Benzofuranylpropylaminopentane (BPAP) ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


4-NEMD
4-NEMD is a potent sedative drug which acts as a selective alpha-2 adrenergic receptor agonist. It is closely related to dexmedetomidine but is several times more potent. Like other alpha-2 agonists, it produces sedative and muscle relaxant effects but without producing respiratory depression. It is not currently used in medicine, but has been researched as the basis for a potential new generation of alpha-2 agonist drugs, which may have selectivity for the different subtypes of the alpha-2 receptor. It has two isomers, with the (''S'') isomer being the more potent, as with medetomidine Medetomidine is a veterinary anesthetic drug with potent sedative effects and emerging illicit drug adulterant. It is a racemic mixture of two stereoisomers, levomedetomidine and dexmedetomidine, the latter being the isomer with the pharmac .... 4-NEMD was also investigated by the United States military as an anesthetic agent, most likely for use in surgery, but possibly also for use as a ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


2C-G-N
2C-G is a psychedelic phenethylamine of the 2C-series. First synthesized by Alexander Shulgin, it is sometimes used as an entheogen. It has structural and pharmacodynamic properties similar to 2C-D and Ganesha. Like many of the phenethylamines in ''PiHKAL'', 2C-G and its homologs have only been taken by Shulgin and a small test group, making it difficult to ensure completeness when describing effects. Chemistry 2C-G is 3,4-dimethyl-2,5-dimethoxyphenethylamine, with the formula . Dosage and effects In Shulgin's book ''PiHKAL'', the dosage range is listed as 20 to 35 mg. Effects are similar to the related Ganesha, and are extremely long lasting; the duration is 18–30 hours. Visual effects are muted or absent, and it is described in ''PiHKAL'' as an "insight-enhancer". Unlike other members of the 2C-series, 2C-G is nearly as potent as its amphetamine form. Homologs Several homologs of 2C-G were also synthesized by Shulgin. These include 2C-G-3, 2C-G-5, and 2C-G-N. Some, s ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  




Ethylnaphthidate
HDEP-28 or ethylnaphthidate is a stimulant drug of the piperidine and naphthylaminopropane groups, closely related to ethylphenidate, but with the benzene ring replaced by naphthalene. It is even more closely related to HDMP-28, which acts as a potent serotonin–norepinephrine–dopamine reuptake inhibitor with several times the potency of methylphenidate and a short duration of action. It has been sold as a designer drug since around 2015. Gregory HDEP-28 was banned in the UK as a Temporary Class Drug from June 2015 following its unapproved sale as a designer drug, alongside 4-Methylmethylphenidate. See also * 2β-Propanoyl-3β-(2-naphthyl)-tropane (WF-23) * 3,4-Dichloromethylphenidate * 4-Methylmethylphenidate * 4-Fluoromethylphenidate * Isopropylphenidate * Naphthylisopropylamine * Naphyrone Naphyrone, also known as O-2482 and naphthylpyrovalerone, is a stimulant drug of the cathinone and naphthylaminopropane families. It was derived from pyrovalerone and acts as ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Methylnaphthidate
HDMP-28 or methylnaphthidate is a stimulant drug of the piperidine and naphthylaminopropane groups, closely related to methylphenidate (Ritalin), but with the benzene ring replaced by naphthalene. It is a potent dopamine reuptake inhibitor, with several times the potency of methylphenidate and a short duration of action, and is a structural isomer of another potent dopamine reuptake inhibitor, N,O-Dimethyl-4-(2-naphthyl)piperidine-3-carboxylate. It has been sold as a designer drug since around 2015. Most of the TMP analogs of HDMP-28 have SERT Ki values in the range >10,000 and so are selective for dopamine and noradrenaline reuptake, with little or no effect on serotonin. HDMP-28 has high affinity to SERT, and so behaves as a triple reuptake inhibitor. D.R. is the discrimination ratio = HA ÷  HFT. A low D.R. indicates more addictive, whereas a high D.R. indicates low propensity for self-administration. Legality HDMP-28 is illegal in Switzerland as of Dec ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


Naphyrone
Naphyrone, also known as O-2482 and naphthylpyrovalerone, is a stimulant drug of the cathinone and naphthylaminopropane families. It was derived from pyrovalerone and acts as a serotonin–norepinephrine–dopamine reuptake inhibitor (SNDRI). Naphyrone has been reported as a novel designer drug. No safety or toxicity data is available on the drug. The drug has been marketed under the name “NRG-1,” although only a minority of samples of substances sold under this name have been found to actually contain naphyrone, and even samples that proved to contain genuine β-naphyrone were in some cases also found to contain the 1-naphthyl isomer α-naphyrone in varying proportions, further confusing the reported effects profile. Use in the United Kingdom Naphyrone emerged as a new legal high in the United Kingdom only months after the ban of similar drug mephedrone (which was also a cathinone derivative). Until July 2010 the substance was not controlled by the Misuse of Drugs Act 19 ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


Naphthylmetrazine
Naphthylmetrazine (code name PAL-704), also known as 3-methyl-2-(2′-naphthyl)morpholine, is a monoamine releasing agent (MRA) and monoamine reuptake inhibitor (MRI) of the phenylmorpholine and naphthylaminopropane families related to phenmetrazine. It is a analogue of phenmetrazine in which the phenyl ring has been replaced with a naphthalene ring. The drug acts as a hybrid norepinephrine–dopamine releasing agent (NDRA) and serotonin reuptake inhibitor (SRI). Its values for induction of monoamine release are 111nM for dopamine, 203nM for norepinephrine, and inactive for serotonin in rat brain synaptosomes, whereas its for serotonin reuptake inhibition is 105nM. Hence, it is about equipotent in inducing dopamine release and inhibiting serotonin reuptake and is about 2-fold more potent in these actions than in inducing norepinephrine release. In terms of chemical structure, naphthylmetrazine is to phenmetrazine as naphthylisopropylamine (PAL-287) is to amphetamine. Other ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


Naphthylmorpholine
Naphthylmorpholine (code name PAL-678), also known as 2-(2′-naphthyl)morpholine, is a monoamine releasing agent of the arylmorpholine and naphthylethylamine families. It is the derivative of 2-phenylmorpholine with a 2-naphthalene ring instead of a phenyl ring. Naphthylmorpholine is a close analogue of naphthylmetrazine (PAL-704; a naphthalene analogue of phenmetrazine), but lacks naphthylmetrazine's methyl group at the 3 position of the morpholine ring. The drug is a potent monoamine releasing agent. Its values for induction of monoamine release have not been reported, but it released 92% of serotonin, 88% of norepinephrine, and 79% of dopamine at a concentration of 10,000nM in rat brain synaptosome A synaptosome is an isolated synaptic terminal from a neuron. Synaptosomes are obtained by mild homogenization of nervous tissue under isotonic conditions and subsequent fractionation using differential and density gradient centrifugation. Liquid ...s. Hence, it appears to ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  




Pronethalol
Pronethalol (also known as nethalide or compound 38,174; trade name Alderlin) was an early non-selective beta blocker clinical candidate. It was the first beta blocker to be developed by James Black and associates at Imperial Chemical Industries, and the first to enter clinical use, in November 1963. However, it was never used widely due to carcinogenicity in mice, which was thought to result from formation of a carcinogenic naphthalene epoxide metabolite, and was superseded by propranolol from 1965 onward. See also * Beta blocker Beta blockers, also spelled β-blockers, are a class of medications that are predominantly used to manage abnormal heart rhythms ( arrhythmia), and to protect the heart from a second heart attack after a first heart attack ( secondary prevention ... * Discovery and development of beta-blockers * Naphthylaminopropane References Beta blockers 2-Naphthyl compounds Naphthylethylamines Phenylethanolamines {{antihypertensive-stub ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


PRC200-SS
PRC200-SS is an experimental drug of the triple reuptake inhibitor class that was investigated by the Mayo Clinic. Preclinical toxicology studies of PRC200-SS in cynomolgus monkeys showed dose proportional kidney toxicity, precluding any further drug development Drug development is the process of bringing a new pharmaceutical drug to the market once a lead compound has been identified through the process of drug discovery. It includes preclinical research on microorganisms and animals, filing for regu .... References {{Monoamine reuptake inhibitors Abandoned drugs Secondary amines 2-Naphthyl compounds Naphthylethylamines Secondary alcohols Serotonin–norepinephrine–dopamine reuptake inhibitors ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]  


picture info

Napactadine
Napactadine (DL-588) is an antidepressant which has structural properties that look similar to PAL-287 or methamnetamine, but is based on an amidine functional group. Synthesis The synthesis of napactadine has been described: Jr James R Mccarthy, US3903163 (1975 to Dow Chemical Co). Reaction of N-methyl-2-(naphthalen-2-yl)acetamide 086-65-9(1) with triethyloxonium fluoroborate (Meerwein reagent) 68-39-8(2) affords the corresponding imino ether (3). Exposure of this intermediate to methylamine Methylamine, also known as methanamine, is an organic compound with a formula of . This colorless gas is a derivative of ammonia, but with one hydrogen atom being replaced by a methyl group. It is the simplest primary amine. Methylamine is sold ... (4) leads to napactidine (5). References Amidines 2-Naphthyl compounds Naphthylethylamines {{Nervous-system-drug-stub ...
[...More Info...]      
[...Related Items...]     OR:     [Wikipedia]   [Google]   [Baidu]