4-hydroxyaminopropiophenone

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

4-Hydroxyaminopropiophenone (4-HAP) is a potent and selective inhibitor of monoamine oxidase A (MAO-A), an enzyme that breaks down neurotransmitters like serotonin, norepinephrine, and dopamine in the brain. It is synthesized through a multi-step process that involves the reaction of propiophenone with hydroxylamine. 4-HAP has been shown to exhibit antidepressant-like effects in animal models, potentially by increasing serotonin levels in the brain. However, its use as a therapeutic agent is limited due to its toxicity and potential for adverse effects. It is an important research tool for studying the role of MAO-A in various neurological and psychiatric disorders, including depression, anxiety, and Parkinson's disease.'

Cross-References

ID Source	ID
PubMed CID	65520
SCHEMBL ID	12826176
MeSH ID	M0144732

Synonyms (13)

Synonym
p-hydroxyaminopropiophenone
para-hydroxylaminopropiophenone
propiophenone, 4'-hydroxylamino-
1-propanone, 1-(4-(hydroxyamino)phenyl)-
4-hydroxyaminopropiophenone
brn 2360943
55-34-5
p-hydroxylaminopropiophenone
4-hydroxylaminopropiophenone
propiophenone, 4'-(hydroxyamino)-
SCHEMBL12826176
n-hydroxy-p-aminopropiophenon
DTXSID20203531

Research Excerpts

Dosage Studied

Excerpt	Relevance	Reference
"Oral dosing of rats with the cyanide antidote 4-aminopropiophenone (PAPP), brought about peak methaemoglobin levels at 15-40 min, but peak levels were attained at at 15-25 min after intravenous dosing."	( The formation of methaemoglobin by 4-aminopropiophenone (PAPP) and 4-(N-hydroxy) aminopropiophenone. Bright, JE; Inns, RH; Marrs, TC; Wood, SG, 1991)	0.28

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

Research

Studies (5)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	3 (60.00)	18.7374
1990's	2 (40.00)	18.2507
2000's	0 (0.00)	29.6817
2010's	0 (0.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.60

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 weak demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	12.60 (24.57)
Research Supply Index	1.79 (2.92)
Research Growth Index	4.39 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (12.60)

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	5 (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
cyanides Cyanides: Inorganic salts of HYDROGEN CYANIDE containing the -CN radical. The concept also includes isocyanides. It is distinguished from NITRILES, which denotes organic compounds containing the -CN radical.. cyanides : Salts and C-organyl derivatives of hydrogen cyanide, HC#N.. isocyanide : The isomer HN(+)#C(-) of hydrocyanic acid, HC#N, and its hydrocarbyl derivatives RNC (RN(+)#C(-)).. cyanide : A pseudohalide anion that is the conjugate base of hydrogen cyanide.	1.96	1	pseudohalide anion	EC 1.9.3.1 (cytochrome c oxidase) inhibitor
4-aminopropiophenone 4-aminopropiophenone: RN given refers to parent cpd	2.87	4
sodium cyanide Sodium Cyanide: A highly poisonous compound that is an inhibitor of many metabolic processes and is used as a test reagent for the function of chemoreceptors. It is also used in many industrial processes.. sodium cyanide : A cyanide salt containing equal numbers of sodium cations and cyanide anions.	1.97	1	cyanide salt; one-carbon compound; sodium salt	EC 1.15.1.1 (superoxide dismutase) inhibitor
4-dimethylaminophenol 4-dimethylaminophenol: in combination with SODIUM NITRITE antagonizes experimental cyanide poisoning; RN given refers to parent cpd	2.37	2	dialkylarylamine; tertiary amino compound
sodium nitrite Sodium Nitrite: Nitrous acid sodium salt. Used in many industrial processes, in meat curing, coloring, and preserving, and as a reagent in ANALYTICAL CHEMISTRY TECHNIQUES. It is used therapeutically as an antidote in cyanide poisoning. The compound is toxic and mutagenic and will react in vivo with secondary or tertiary amines thereby producing highly carcinogenic nitrosamines.. sodium nitrite : An inorganic sodium salt having nitrite as the counterion. Used as a food preservative and antidote to cyanide poisoning.	1.97	1	inorganic sodium salt; nitrite salt	antidote to cyanide poisoning; antihypertensive agent; antimicrobial food preservative; food antioxidant; poison

Condition	Indicated	Relationship Strength	Studies	Trials
Methemoglobinemia The presence of methemoglobin in the blood, resulting in cyanosis. A small amount of methemoglobin is present in the blood normally, but injury or toxic agents convert a larger proportion of hemoglobin into methemoglobin, which does not function reversibly as an oxygen carrier. Methemoglobinemia may be due to a defect in the enzyme NADH methemoglobin reductase (an autosomal recessive trait) or to an abnormality in hemoglobin M (an autosomal dominant trait). (Dorland, 27th ed)	0	1.96	1	0

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