4-dimethylaminophenol profile

4-Dimethylaminophenol, also known as p-Dimethylaminophenol, is an organic compound with the formula CH3)2NC6H4OH. It is a white to light brown solid that is soluble in water. 4-Dimethylaminophenol is a versatile chemical with a wide range of applications, including as a dye intermediate, antioxidant, and photographic developer. It is also used in the synthesis of pharmaceuticals and other fine chemicals. 4-Dimethylaminophenol is synthesized by the reaction of phenol with dimethylamine in the presence of a catalyst, such as zinc chloride or aluminum chloride. It is a strong reducing agent and can be oxidized to form a quinone. 4-Dimethylaminophenol is also a photosensitive compound and is used in photographic developers. It is known to be toxic and can cause skin and eye irritation. 4-Dimethylaminophenol is an important compound that is studied for its potential applications in various fields. It is a versatile chemical with a wide range of applications, and its synthesis, effects, and importance are of significant interest to researchers.'

4-dimethylaminophenol: in combination with SODIUM NITRITE antagonizes experimental cyanide poisoning; RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	22174
CHEMBL ID	3707216
CHEBI ID	135941
SCHEMBL ID	224308
MeSH ID	M0073886

Synonym
unii-x387l5559o
x387l5559o ,
619-60-3
4-(dimethylamino)phenol
phenol, 4-(dimethylamino)-
AE-562/43286954
n,n-dimethyl-4-aminophenol
p-(dimethylamino)phenol
einecs 210-604-8
phenol, p-(dimethylamino)-
dmap (antidote)
4-dimethylaminophenol
n,n-dimethyl-p-hydroxyaniline
p-hydroxy-n,n-dimethylaniline
CHEBI:135941
JVVRCYWZTJLJSG-UHFFFAOYSA-N
AKOS006220509
SCHEMBL224308
MB02001
para-dimethylaminophenol
4-(dimethylamino)phenol [who-dd]
p-dimethylaminophenol
CHEMBL3707216
mfcd01707548
DTXSID70210932
CS-W008911
Z137981254
DB13549
DS-15612
Q229950
4-(dimethylamino)phenol; 4-n,n-dimethylaminophenol; p-hydroxy-n,n-dimethylaniline
4-dimethyl amino phenol
4-dimethylamino-phenol
A868587
EN300-176799
HY-34154
PD071838

Excerpt	Reference	Relevance
" The oral LD50 in female mice was 946 mg kg-1, in male rats, 780 mg kg-1, in female rats 689 mg kg-1 and in female guinea-pigs 1032 mg kg-1."	( The acute intravenous and oral toxicity in mice, rats and guinea-pigs of 4-dimethylaminophenol (DMAP) and its effects on haematological variables. Marrs, TC; Scawin, J; Swanston, DW, 1984)	0.5
" The results indicate toxic effects in both treatment groups at a dose known to induce methaemoglobin concentration to the level of antidotal efficiency in cyanide intoxication."	( Toxicity evaluation of two treatment regimens for cyanide poisoning. Bhattacharya, R; Dube, SN; Kumar, D; Pant, SC, )	0.13

Excerpt	Reference	Relevance
"A sensitive and reproducible LC-ESI/MS/MS method, which was combined with the precolumn dansyl chloride derivatization to enhance the signal intensity of analytes, was developed to determine blood 4-dimethylaminophenol (DMAP) concentrations."	( Determination of 4-dimethylaminophenol concentrations in dog blood using LC-ESI/MS/MS combined with precolumn derivatization. Ruan, JX; Wang, XY; Yuan, M; Zhang, ZQ; Zhang, ZW; Zhuang, XM, 2008)	0.87

Excerpt	Reference	Relevance
" In the normal unintoxicated animal an intramuscular injection of 20 mg kg-1 sodium nitrite will form 20% methemoglobin; however, in acute cyanide intoxication the associated severe bradycardia appears to limit the rate of absorption and thus the rapid formation of methemoglobin."	( Effectiveness of intramuscularly administered cyanide antidotes on methemoglobin formation and survival. Vick, JA; Von Bredow, JD, )	0.13

Excerpt	Relevance	Reference
" Dosing with DMAP at the maximum tolerated dose produced Heinz body haemolytic anaemia in rats and Heinz bodies unaccompanied by anaemia in mice."	( The acute intravenous and oral toxicity in mice, rats and guinea-pigs of 4-dimethylaminophenol (DMAP) and its effects on haematological variables. Marrs, TC; Scawin, J; Swanston, DW, 1984)	0.5
"Cyanide toxicity can be reduced by the use of methemoglobin (MetHb) formers, and antidotal dosage is based on the extent of MetHb formation."	( Analysis of hemoglobin derivatives by capillary isoelectric focusing and its application in the antidotal research of cyanide poisoning. Korte, WD; Shih, ML, 1996)	0.29

Class	Description
tertiary amino compound	A compound formally derived from ammonia by replacing three hydrogen atoms by organyl groups.
dialkylarylamine
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	34 (72.34)	18.7374
1990's	11 (23.40)	18.2507
2000's	2 (4.26)	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]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	2 (3.64%)	6.00%
Case Studies	4 (7.27%)	4.05%
Observational	0 (0.00%)	0.25%
Other	49 (89.09%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
dinitrochlorobenzene Dinitrochlorobenzene: A skin irritant that may cause dermatitis of both primary and allergic types. Contact sensitization with DNCB has been used as a measure of cellular immunity. DNCB is also used as a reagent for the detection and determination of pyridine compounds.. 1-chloro-2,4-dinitrobenzene : A C-nitro compound that is chlorobenzene carrying a nitro substituent at each of the 2- and 4-positions.	1.96	1	C-nitro compound; monochlorobenzenes	allergen; epitope; sensitiser
carbon monoxide Carbon Monoxide: Carbon monoxide (CO). A poisonous colorless, odorless, tasteless gas. It combines with hemoglobin to form carboxyhemoglobin, which has no oxygen carrying capacity. The resultant oxygen deprivation causes headache, dizziness, decreased pulse and respiratory rates, unconsciousness, and death. (From Merck Index, 11th ed). carbon monoxide : A one-carbon compound in which the carbon is joined only to a single oxygen. It is a colourless, odourless, tasteless, toxic gas.	2.37	2	carbon oxide; gas molecular entity; one-carbon compound	biomarker; EC 1.9.3.1 (cytochrome c oxidase) inhibitor; human metabolite; ligand; metabolite; mitochondrial respiratory-chain inhibitor; mouse metabolite; neurotoxin; neurotransmitter; P450 inhibitor; probe; signalling molecule; vasodilator agent
lactic acid Lactic Acid: A normal intermediate in the fermentation (oxidation, metabolism) of sugar. The concentrated form is used internally to prevent gastrointestinal fermentation. (From Stedman, 26th ed). 2-hydroxypropanoic acid : A 2-hydroxy monocarboxylic acid that is propanoic acid in which one of the alpha-hydrogens is replaced by a hydroxy group.	1.96	1	2-hydroxy monocarboxylic acid	algal metabolite; Daphnia magna metabolite
hydrogen cyanide Hydrogen Cyanide: Hydrogen cyanide (HCN); A toxic liquid or colorless gas. It is found in the smoke of various tobacco products and released by combustion of nitrogen-containing organic materials.. hydrogen cyanide : A one-carbon compound consisting of a methine group triple bonded to a nitrogen atom	2.37	2	hydracid; one-carbon compound	Escherichia coli metabolite; human metabolite; poison
hydroxylamine amino alcohol : An alcohol containing an amino functional group in addition to the alcohol-defining hydroxy group.	2.89	4	hydroxylamines	algal metabolite; bacterial xenobiotic metabolite; EC 1.1.3.13 (alcohol oxidase) inhibitor; EC 4.2.1.22 (cystathionine beta-synthase) inhibitor; EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor; nitric oxide donor; nucleophilic reagent
nitrites Nitrites: Salts of nitrous acid or compounds containing the group NO2-. The inorganic nitrites of the type MNO2 (where M=metal) are all insoluble, except the alkali nitrites. The organic nitrites may be isomeric, but not identical with the corresponding nitro compounds. (Grant & Hackh's Chemical Dictionary, 5th ed)	2.88	4	monovalent inorganic anion; nitrogen oxoanion; reactive nitrogen species	human metabolite
thiosulfates Thiosulfates: Inorganic salts of thiosulfuric acid possessing the general formula R2S2O3.. thiosulfate(2-) : A divalent inorganic anion obtained by removal of both protons from thiosulfuric acid.	3.36	7	divalent inorganic anion; sulfur oxide; sulfur oxoanion	human metabolite
phentolamine Phentolamine: A nonselective alpha-adrenergic antagonist. It is used in the treatment of hypertension and hypertensive emergencies, pheochromocytoma, vasospasm of RAYNAUD DISEASE and frostbite, clonidine withdrawal syndrome, impotence, and peripheral vascular disease.. phentolamine : A substituted aniline that is 3-aminophenol in which the hydrogens of the amino group are replaced by 4-methylphenyl and 4,5-dihydro-1H-imidazol-2-ylmethyl groups respectively. An alpha-adrenergic antagonist, it is used for the treatment of hypertension.	1.98	1	imidazoles; phenols; substituted aniline; tertiary amino compound	alpha-adrenergic antagonist; vasodilator agent
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.	5.55	23	pseudohalide anion	EC 1.9.3.1 (cytochrome c oxidase) inhibitor
edetic acid Edetic Acid: A chelating agent that sequesters a variety of polyvalent cations such as CALCIUM. It is used in pharmaceutical manufacturing and as a food additive.	3.06	5	ethylenediamine derivative; polyamino carboxylic acid; tetracarboxylic acid	anticoagulant; antidote; chelator; copper chelator; geroprotector
methylene blue Methylene Blue: A compound consisting of dark green crystals or crystalline powder, having a bronze-like luster. Solutions in water or alcohol have a deep blue color. Methylene blue is used as a bacteriologic stain and as an indicator. It inhibits GUANYLATE CYCLASE, and has been used to treat cyanide poisoning and to lower levels of METHEMOGLOBIN.. methylene blue : An organic chloride salt having 3,7-bis(dimethylamino)phenothiazin-5-ium as the counterion. A commonly used dye that also exhibits antioxidant, antimalarial, antidepressant and cardioprotective properties.	1.97	1	organic chloride salt	acid-base indicator; antidepressant; antimalarial; antimicrobial agent; antioxidant; cardioprotective agent; EC 1.4.3.4 (monoamine oxidase) inhibitor; EC 3.1.1.8 (cholinesterase) inhibitor; EC 4.6.1.2 (guanylate cyclase) inhibitor; fluorochrome; histological dye; neuroprotective agent; physical tracer
4-aminopropiophenone 4-aminopropiophenone: RN given refers to parent cpd	2.66	3
histidine Histidine: An essential amino acid that is required for the production of HISTAMINE.. L-histidine : The L-enantiomer of the amino acid histidine.. histidine : An alpha-amino acid that is propanoic acid bearing an amino substituent at position 2 and a 1H-imidazol-4-yl group at position 3.	1.95	1	amino acid zwitterion; histidine; L-alpha-amino acid; polar amino acid zwitterion; proteinogenic amino acid	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
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.	1.98	1	cyanide salt; one-carbon compound; sodium salt	EC 1.15.1.1 (superoxide dismutase) inhibitor
potassium cyanide [no description available]	2.37	2	cyanide salt; one-carbon compound; potassium salt	EC 1.15.1.1 (superoxide dismutase) inhibitor; EC 1.9.3.1 (cytochrome c oxidase) inhibitor; neurotoxin
sodium sulfate [no description available]	1.96	1	inorganic sodium salt
sodium thiosulfate sodium thiosulfate: do not confuse synonym sodium hyposulfite with sodium hyposulfite, synonym for di-Na salt of dithionous acid. sodium thiosulfate : An inorganic sodium salt composed of sodium and thiosulfate ions in a 2:1 ratio.	3.22	6	inorganic sodium salt	antidote to cyanide poisoning; antifungal drug; nephroprotective agent
4-hydroxyaminopropiophenone [no description available]	2.37	2
cobalt-ethylenediamine tetraacetic acid chelate cobalt-ethylenediamine tetraacetic acid chelate: RN given refers to parent cpd; synonym dicobalt edetate refers to di-Na salt	2.88	4
coenzyme a [no description available]	6.97	1	adenosine 3',5'-bisphosphate	coenzyme; Escherichia coli metabolite; mouse metabolite
cobalt Cobalt: A trace element that is a component of vitamin B12. It has the atomic symbol Co, atomic number 27, and atomic weight 58.93. It is used in nuclear weapons, alloys, and pigments. Deficiency in animals leads to anemia; its excess in humans can lead to erythrocytosis.. cobalt(1+) : A monovalent inorganic cation obtained from cobalt.. cobalt atom : A cobalt group element atom that has atomic number 27.	7.36	2	cobalt group element atom; metal allergen	micronutrient
cobaltous chloride cobaltous chloride: RN given refers to unlabeled cpd; RN in Chemline for cobalt trichloride: 10241-04-0; RN for 60-labeled cpd: 14543-09-0; RN for 57-labeled cpd: 164113-89-1; RN for 58-labeled cpd: 29377-09-1; structure. cobalt dichloride : A cobalt salt in which the cobalt metal is in the +2 oxidation state and the counter-anion is chloride. It is used as an indicator for water in desiccants.	1.97	1	cobalt salt; inorganic chloride	allergen; calcium channel blocker; sensitiser; two-colour indicator
nad NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.	1.96	1	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite
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.	8.68	10	inorganic sodium salt; nitrite salt	antidote to cyanide poisoning; antihypertensive agent; antimicrobial food preservative; food antioxidant; poison
azaguanine Azaguanine: One of the early purine analogs showing antineoplastic activity. It functions as an antimetabolite and is easily incorporated into ribonucleic acids.. 8-azaguanine : A triazolopyrimidine that consists of 3,6-dihydro-7H-[1,2,3]triazolo[4,5-d]pyrimidine bearing amino and oxo substituents at positions 5 and 7 respectively.	1.96	1	nucleobase analogue; triazolopyrimidines	antimetabolite; antineoplastic agent; EC 2.4.2.1 (purine-nucleoside phosphorylase) inhibitor
asoxime chloride [no description available]	1.97	1
hgg 12 HGG 12: used therapeutically in organophosphate poisoning; structure; RN given refers to parent cpd	1.97	1

Condition	Relationship Strength	Studies
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	2.41	2
Hyperoxia An abnormal increase in the amount of oxygen in the tissues and organs.	2.02	1
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)	3.58	9
Anemia, Hemolytic, Acquired [description not available]	2.37	2
Anemia, Hemolytic A condition of inadequate circulating red blood cells (ANEMIA) or insufficient HEMOGLOBIN due to premature destruction of red blood cells (ERYTHROCYTES).	2.37	2
Kidney Diseases Pathological processes of the KIDNEY or its component tissues.	2.36	2
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.37	2
Acute Liver Injury, Drug-Induced [description not available]	1.96	1
Cholera Infantum [description not available]	1.96	1
Chemical and Drug Induced Liver Injury A spectrum of clinical liver diseases ranging from mild biochemical abnormalities to ACUTE LIVER FAILURE, caused by drugs, drug metabolites, herbal and dietary supplements and chemicals from the environment.	1.96	1
Poisoning Used with drugs, chemicals, and industrial materials for human or animal poisoning, acute or chronic, whether the poisoning is accidental, occupational, suicidal, by medication error, or by environmental exposure.	2.37	2
Anoxemia [description not available]	1.95	1
Hypoxia Sub-optimal OXYGEN levels in the ambient air of living organisms.	1.95	1
Acute Disease Disease having a short and relatively severe course.	1.97	1
Coma A profound state of unconsciousness associated with depressed cerebral activity from which the individual cannot be aroused. Coma generally occurs when there is dysfunction or injury involving both cerebral hemispheres or the brain stem RETICULAR FORMATION.	2.37	2
Decreased Muscle Tone [description not available]	1.97	1
Bradyarrhythmia [description not available]	1.97	1
Diseases, Occupational [description not available]	1.97	1
Bradycardia Cardiac arrhythmias that are characterized by excessively slow HEART RATE, usually below 50 beats per minute in human adults. They can be classified broadly into SINOATRIAL NODE dysfunction and ATRIOVENTRICULAR BLOCK.	1.97	1

4-dimethylaminophenol

Description

Cross-References

Synonyms (37)

Research Excerpts

Toxicity

Compound-Compound Interactions

Bioavailability

Dosage Studied

Drug Classes (2)

Research

Studies (47)

Market Indicators

Research Demand Index: 27.17

Study Types