1-(1-naphthyl)ethylamine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

1-(1-naphthyl)ethylamine, also known as **1-NPEA**, is a naturally occurring compound found in plants, specifically in the **leaves and stems of the khat plant (Catha edulis)**. It's a **monoamine alkaloid** with a structure similar to amphetamine.

Here's why it's important for research:

**1. Pharmacological Effects:**

* **Stimulant:** 1-NPEA possesses stimulant properties, similar to amphetamine, but weaker. It can increase alertness, energy levels, and mood.
* **Possible antidepressant potential:** Some studies suggest 1-NPEA might have antidepressant-like effects, potentially by influencing the serotonin system.
* **Effects on the central nervous system:** 1-NPEA acts as a neurotransmitter and affects various brain regions, including the hypothalamus, the amygdala, and the hippocampus. This makes it a potential target for research on mood disorders, anxiety, and other neurological conditions.

**2. Role in Khat Use:**

* **Main psychoactive component:** 1-NPEA is one of the main psychoactive components of the khat plant, contributing to its stimulating and mood-altering effects.
* **Understanding khat's effects:** Studying 1-NPEA helps researchers understand the mechanisms behind khat use and its potential risks and benefits.

**3. Potential Therapeutic Applications:**

* **Antidepressant development:** Due to its potential antidepressant effects, 1-NPEA is being investigated as a possible lead compound for developing new antidepressant medications.
* **Treating other neurological disorders:** Its effects on the central nervous system suggest possible therapeutic applications in treating other neurological conditions like ADHD, anxiety, and cognitive impairment.

**4. Research Challenges:**

* **Limited availability:** 1-NPEA is a naturally occurring compound with limited availability, making it challenging to study.
* **Ethical considerations:** Research involving khat and its derivatives requires careful ethical considerations due to its potential for abuse and addiction.

**Overall, 1-NPEA is a fascinating compound with potential for both scientific understanding and therapeutic development. Research into its pharmacological effects and its role in khat use is ongoing, with potential implications for various fields, including medicine, pharmacology, and neurobiology.**

Cross-References

ID Source	ID
PubMed CID	98089
CHEMBL ID	217783
SCHEMBL ID	1906169
SCHEMBL ID	128713
SCHEMBL ID	21538667
MeSH ID	M0156102

Synonyms (69)

Synonym
3309-13-5
nsc-180601
nsc180601
(+/-)1-(1-naphthyl)ethylamine
nsc75881
42882-31-5
nsc-75881
nsc75882
1-naphthalenemethanamine, (.+-.)-
nsc-75882
1-(1-naphthyl)ethylamine, 98%
STK486972
1-(naphthalen-1-yl)ethanamine
CHEMBL217783
1-naphthalen-1-ylethanamine
FT-0690506
dl-alpha-(1-aminoethyl)naphthalene
N0523
dl-1-(1-naphthyl)ethylamine
AKOS000121452
BBL017842
SCHEMBL1906169
A826048
cyclopropylmethyl cyclobutanecarboxylate;1-(1-naphthyl)ethylamine
nsc 75881
nsc 180601
1-naphthalenemethanamine, alpha-methyl-
1-(1-naphthyl)ethylamine
1-naphthalenemethanamine, alpha-methyl-, (alphar)-
einecs 223-425-5
1-naphthalenemethanamine, alpha-methyl-, (r)-(+)-
r-(+)-1-(1-naphthyl)ethylamine
(r)-alpha-methyl-1-naphthalenemethanamine
ai3-26857
FT-0604442
FT-0605082
FT-0601942
1-naphthalenemethanamine, .alpha.-methyl-, (.alpha.s)-
(+/-)-1-(1-naphthyl)ethylamine
1-naphthalenemethanamine, .alpha.-methyl-
CS-M0087
1-(1-naphthyl)ethanamine
alpha-naphthylethylamine
dl-1-(1-naphthyl)-ethyl amine
1-(1-napthyl)ethylamine
1-(naphth-1-yl)ethylamine
(+/-)-1-(1-naphthyl)ethanamine
alpha-naphthyl ethyl amine
SCHEMBL128713
AKOS016050384
SY004251
1-naphthalenemethanamine, .alpha.-methyl-, (.alpha.r)-
J-500066
SY020862
1-naphthalenemethanamine, .alpha.-methyl-, (.+/-.)-
.+/-.-1-(1-naphthyl)ethylamine
mfcd00004014
1-(naphthalen-1-yl)ethan-1-amine
SY032143
FT-0672644
BCP19747
DS-14626
SCHEMBL21538667
AMY31218
SB36972
DTXSID40885878
STARBLD0002964
PB48766
EN300-21182

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (2)

Assay ID	Title	Year	Journal	Article
AID273097	Activity of human SSAO measured as hydrogen peroxide production at 1 mM relative to benzylamine oxidation	2006	Journal of medicinal chemistry, Oct-19, Volume: 49, Issue:21	New efficient substrates for semicarbazide-sensitive amine oxidase/VAP-1 enzyme: analysis by SARs and computational docking.
AID273098	Activity of mouse SSAO measured as hydrogen peroxide production at 100 uM relative to benzylamine oxidation	2006	Journal of medicinal chemistry, Oct-19, Volume: 49, Issue:21	New efficient substrates for semicarbazide-sensitive amine oxidase/VAP-1 enzyme: analysis by SARs and computational docking.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (8.33)	18.7374
1990's	3 (25.00)	18.2507
2000's	3 (25.00)	29.6817
2010's	4 (33.33)	24.3611
2020's	1 (8.33)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 33.23

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	33.23 (24.57)
Research Supply Index	2.56 (2.92)
Research Growth Index	4.92 (4.65)
Search Engine Demand Index	31.59 (26.88)
Search Engine Supply Index	2.00 (0.95)

This Compound (33.23)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	12 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
phenethylamine phenethylamine: RN given refers to parent cpd; structure in Merck Index, 9th ed, #7016. 2-phenylethylamine : A phenylethylamine having the phenyl substituent at the 2-position.	2.03	1	alkaloid; aralkylamine; phenylethylamine	Escherichia coli metabolite; human metabolite; mouse metabolite
ibuprofen Midol: combination of cinnamedrine, phenacetin, aspirin & caffeine	1.97	1	monocarboxylic acid	antipyretic; cyclooxygenase 1 inhibitor; cyclooxygenase 2 inhibitor; drug allergen; environmental contaminant; geroprotector; non-narcotic analgesic; non-steroidal anti-inflammatory drug; radical scavenger; xenobiotic
carbon tetrachloride Carbon Tetrachloride: A solvent for oils, fats, lacquers, varnishes, rubber waxes, and resins, and a starting material in the manufacturing of organic compounds. Poisoning by inhalation, ingestion or skin absorption is possible and may be fatal. (Merck Index, 11th ed). tetrachloromethane : A chlorocarbon that is methane in which all the hydrogens have been replaced by chloro groups.	2.04	1	chlorocarbon; chloromethanes	hepatotoxic agent; refrigerant
acetylene [no description available]	2.02	1	alkyne; gas molecular entity; terminal acetylenic compound
propylene oxide propylene oxide: structure. 1,2-epoxypropane : An epoxide that is oxirane substituted by a methyl group at position 2.	2.04	1	epoxide
benzylamine aminotoluene : Any member of the class of toluenes carrying one or more amino groups.	2.03	1	aralkylamine; primary amine	allergen; EC 3.5.5.1 (nitrilase) inhibitor; plant metabolite
2-methylbutanoic acid 2-methylbutanoic acid: RN given refers to parent cpd without isomeric designation. 2-methylbutyric acid : A methylbutyric acid comprising a butyric acid core carrying a 2-methyl substituent. Produced from amino acid leucine during nutrient starvation in bacteria.	2.11	1	methylbutyric acid	bacterial metabolite; human metabolite
dimethoxyphenylethylamine Dimethoxyphenylethylamine: A derivative of phenethylamine containing two substituent methoxy groups in the phenyl ring.. 3,4-dimethoxyphenylethylamine : An aromatic ether that is the derivative of 2-phenylethylamine with methoxy substituents at the 3- and 4-positions. It is an alkaloid isolated from the Cactaceae family.	2.03	1	alkaloid; aromatic ether; phenylethylamine	allergen; plant metabolite
ethyl chloroformate [no description available]	1.97	1
1,3-xylenediamine 1,3-xylenediamine: structure given in first source	2.03	1
3-phenylpropylamine 3-phenylpropylamine : A phenylalkylamine that is benzene in which one of the hydrogens is substituted by a 3-aminopropyl group.	2.03	1	benzenes; phenylalkylamine; primary amino compound
platinum Platinum: A heavy, soft, whitish metal, resembling tin, with atomic number 78, atomic weight 195.084, symbol Pt. It is used in manufacturing equipment for laboratory and industrial use. It occurs as a black powder (platinum black) and as a spongy substance (spongy platinum) and may have been known in Pliny's time as alutiae.	7.47	2	elemental platinum; nickel group element atom; platinum group metal atom
4-aminomethylbenzoic acid [no description available]	2.03	1	benzoic acids
4-methylbenzylamine [no description available]	2.03	1
4-fluorobenzylamine [no description available]	2.03	1
4-methoxybenzylamine 1-(4-methoxyphenyl)methanamine : An aralkylamino compound that is benzylamine substituted by a methoxy group at the para position.	2.03	1	aralkylamino compound; aromatic ether; primary amino compound
4-phenylbutylamine 4-phenylbutylamine: used as a drug partition into lipid bilayers in a cubic liquid-crystalline phase. 4-phenylbutylamine : A phenylalkylamine that is benzene in which one of the hydrogens is substituted by a 4-aminobutyl group.	2.03	1	benzenes; phenylalkylamine; primary amino compound
organophosphonates hydrogenphosphite : A divalent inorganic anion resulting from the removal of a proton from two of the hydroxy groups of phosphorous acid.	2.02	1	divalent inorganic anion; phosphite ion
betadex beta-Cyclodextrins: Cyclic GLUCANS consisting of seven (7) glucopyranose units linked by 1,4-glycosidic bonds.	2.13	1	cyclodextrin
18-crown-6 2,3,11,12-tetracarboxylic acid 18-crown-6 2,3,11,12-tetracarboxylic acid: structure in first source; RN given for (2R,3R,11,12)-isomer	2.13	1
verlukast verlukast: LTD4 receptor antagonist	1.97	1

Condition	Indicated	Relationship Strength	Studies	Trials
Benign Neoplasms [description not available]	0	2.11	1	0
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	0	2.11	1	0

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