1-amino-2,4-dibromoanthraquinone profile

1-amino-2,4-dibromoanthraquinone is an organic compound with the chemical formula C14H7Br2NO2. It is a derivative of anthraquinone, a large polycyclic aromatic hydrocarbon, with the addition of an amino group and two bromine atoms.

Here's why it's important for research:

* **Dye Synthesis:** 1-amino-2,4-dibromoanthraquinone serves as a valuable intermediate in the synthesis of various dyes. Its reactive amino and bromine groups allow for further chemical modifications and the formation of diverse colorants. This includes dyes for textiles, plastics, and other materials.
* **Organic Electronics:** Anthraquinone derivatives, including this one, are explored for applications in organic electronics due to their unique electronic properties. Their conjugated systems can contribute to charge transport, making them potentially useful in organic solar cells, organic light-emitting diodes (OLEDs), and other devices.
* **Materials Science:** 1-amino-2,4-dibromoanthraquinone's structure and functional groups make it a promising building block for creating novel materials with specific properties. Its rigid aromatic core and reactive functional groups can be tailored for applications in polymers, liquid crystals, and even nano-scale materials.
* **Medicinal Chemistry:** Some anthraquinone derivatives have shown biological activity, making them potential leads for drug development. While 1-amino-2,4-dibromoanthraquinone itself might not possess therapeutic value, it could be a starting point for synthesizing new compounds with desired biological properties.

**Note:** The exact research interest in 1-amino-2,4-dibromoanthraquinone may vary based on the specific research group and the field of study. Its importance often arises from its potential as a versatile building block for synthesizing other compounds with diverse applications.

1-amino-2,4-dibromoanthraquinone: intermediate in the production of dyes [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	6681
CHEMBL ID	559749
CHEBI ID	82304
SCHEMBL ID	3272427
MeSH ID	M0137806

Synonym
AC-13906
nsc3529
1-amino-2,4-dibromanthrachinon
dibromoaminoanthraquinone
2,4-dibromo-1-anthraquinonylamine
wln: l c666 bv ivj dz ee ge
81-49-2
1-amino-2,4-dibromoanthraquinone
nci-c55458
anthraquinone,4-dibromo-
nsc-3529
9, 1-amino-2,4-dibromo-
9,10-anthracenedione, 1-amino-2,4-dibromo-
anthraquinone, 1-amino-2,4-dibromo-
1-amino-2,4-dibromo-anthraquinone
1-amino-2,4-dibromo-9,10-anthraquinone
brn 1993373
einecs 201-354-0
hsdb 5241
ccris 5884
1-amino-2,4-dibromanthrachinon [czech]
nsc 3529
ai3-16445
AE-641/00127034
1-amino-2,4-dibromoanthra-9,10-quinone
chebi:82304 ,
CHEMBL559749
1-amino-2,4-dibromoanthra-quinone
AKOS000668885
STK803590
1-amino-2,4-dibromoanthracene-9,10-dione
A840149
unii-rf75o3ikoz
rf75o3ikoz ,
4-14-00-00444 (beilstein handbook reference)
C19211
dtxsid4039235 ,
tox21_202582
dtxcid9052
NCGC00260131-01
cas-81-49-2
BBL013158
FT-0607312
1-amino-2,4-dibromoanthraquinone [iarc]
SCHEMBL3272427
naproxenmethylester
W-104207
1-amino-2, 4-dibromoanthraquinone
mfcd00019155
AS-61164
1-amino-2,4-dibromo-9,10-dihydroanthracene-9,10-dione
l-amino-2,4-dibromoanthraquinone
Q27155867
E76133
CS-0188511

Excerpt	Reference	Relevance
"The toxicity of chemicals can be enhanced by light through two photochemical pathways: Photomodification to more toxic substances and photosensitization."	( Combined experimental and theoretical study on photoinduced toxicity of an anthraquinone dye intermediate to Daphnia magna. Bian, H; Cai, X; Chen, J; Hao, C; Lin, J; Wang, Y; Wang, Z, 2009)	0.35

Class	Description
anthraquinone
[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]

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
AR protein	Homo sapiens (human)	Potency	6.5229	0.0002	21.2231	8,912.5098	AID743035
nuclear receptor subfamily 1, group I, member 3	Homo sapiens (human)	Potency	6.5919	0.0010	22.6508	76.6163	AID1224838; AID1224893
estrogen-related nuclear receptor alpha	Homo sapiens (human)	Potency	15.3574	0.0015	30.6073	15,848.9004	AID1224848; AID1224849
farnesoid X nuclear receptor	Homo sapiens (human)	Potency	3.2692	0.3758	27.4851	61.6524	AID743220
peroxisome proliferator activated receptor gamma	Homo sapiens (human)	Potency	6.5229	0.0010	19.4141	70.9645	AID743191
aryl hydrocarbon receptor	Homo sapiens (human)	Potency	5.3107	0.0007	23.0674	1,258.9301	AID743085; AID743122
nuclear factor erythroid 2-related factor 2 isoform 1	Homo sapiens (human)	Potency	12.5394	0.0006	27.2152	1,122.0200	AID743202; AID743219
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Assay ID	Title	Year	Journal	Article
AID433903	Hepatotoxicity in mouse assessed as carcinogenic potency	2009	European journal of medicinal chemistry, Sep, Volume: 44, Issue:9	Development of QSAR models for predicting hepatocarcinogenic toxicity of chemicals.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (16.67)	18.7374
1990's	0 (0.00)	18.2507
2000's	3 (50.00)	29.6817
2010's	2 (33.33)	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	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	7 (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
chlordecone [no description available]	2.05	1	cyclic ketone; organochlorine compound	insecticide; persistent organic pollutant
phenytoin [no description available]	2.05	1	imidazolidine-2,4-dione	anticonvulsant; drug allergen; sodium channel blocker; teratogenic agent
dichlorodiphenyl dichloroethylene Dichlorodiphenyl Dichloroethylene: An organochlorine pesticide, it is the ethylene metabolite of DDT.	2.05	1	chlorophenylethylene; monochlorobenzenes	human xenobiotic metabolite; persistent organic pollutant
4-dichlorobenzene dichlorobenzene : Any member of the class of chlorobenzenes carrying two chloro groups at unspecified positions.. 1,4-dichlorobenzene : A dichlorobenzene carrying chloro groups at positions 1 and 4.	2.05	1	dichlorobenzene	insecticide
sulfasalazine Sulfasalazine: A drug that is used in the management of inflammatory bowel diseases. Its activity is generally considered to lie in its metabolic breakdown product, 5-aminosalicylic acid (see MESALAMINE) released in the colon. (From Martindale, The Extra Pharmacopoeia, 30th ed, p907). sulfasalazine : An azobenzene consisting of diphenyldiazene having a carboxy substituent at the 4-position, a hydroxy substituent at the 3-position and a 2-pyridylaminosulphonyl substituent at the 4'-position.	2.05	1
sulfisoxazole Sulfisoxazole: A short-acting sulfonamide antibacterial with activity against a wide range of gram- negative and gram-positive organisms.. sulfisoxazole : A sulfonamide antibacterial with an oxazole substituent. It has antibiotic activity against a wide range of gram-negative and gram-positive organisms.	2.05	1	isoxazoles; sulfonamide antibiotic; sulfonamide	antibacterial drug; drug allergen
triamterene Triamterene: A pteridinetriamine compound that inhibits SODIUM reabsorption through SODIUM CHANNELS in renal EPITHELIAL CELLS.. triamterene : Pteridine substituted at positions 2, 4 and 7 with amino groups and at position 6 with a phenyl group. A sodium channel blocker, it is used as a diuretic in the treatment of hypertension and oedema.	2.13	1	pteridines	diuretic; sodium channel blocker
trifluralin Trifluralin: A microtubule-disrupting pre-emergence herbicide.. trifluralin : A substituted aniline that is N,N-dipropylaniline substituted by a nitro groups at positions 2 and 6 and a trifluoromethyl group at position 4. It is an agrochemical used as a pre-emergence herbicide.	2.05	1	(trifluoromethyl)benzenes; C-nitro compound; substituted aniline	agrochemical; environmental contaminant; herbicide; xenobiotic
chloroform Chloroform: A commonly used laboratory solvent. It was previously used as an anesthetic, but was banned from use in the U.S. due to its suspected carcinogenicity.. chloroform : A one-carbon compound that is methane in which three of the hydrogens are replaced by chlorines.	2.05	1	chloromethanes; one-carbon compound	carcinogenic agent; central nervous system drug; inhalation anaesthetic; non-polar solvent; refrigerant
hexachloroethane [no description available]	2.05	1	chlorocarbon; chloroethanes	carcinogenic agent; refrigerant
perthane perthane: structure	2.05	1
propane Propane: A three carbon alkane with the formula H3CCH2CH3.	2.13	1	alkane; gas molecular entity	food propellant
ethyl chloride Ethyl Chloride: A gas that condenses under slight pressure. Because of its low boiling point ethyl chloride sprayed on skin produces an intense cold by evaporation. Cold blocks nerve conduction. Ethyl chloride has been used in surgery but is primarily used to relieve local pain in sports medicine.. chloroethane : The simplest and least toxic member of the class of chloroethanes, that is ethane in which a single hydrogen is substituted by a chlorine. A colourless gas at room temperature and pressure (boiling point 12degreeC), it is used as a mild topical anaesthetic to numb the skin prior to ear piercing, skin biopsies, etc., and is also used in the treatment of sports injuries. It was formerly used in the production of tetraethyllead.	2.05	1	chloroethanes	antipruritic drug; inhalation anaesthetic; local anaesthetic
methylene chloride Methylene Chloride: A chlorinated hydrocarbon that has been used as an inhalation anesthetic and acts as a narcotic in high concentrations. Its primary use is as a solvent in manufacturing and food technology.. dichloromethane : A member of the class of chloromethanes that is methane in which two of the hydrogens have been replaced by chlorine. A dense, non-flammible colourless liquid at room temperature (b.p. 40degreeC, d = 1.33) which is immiscible with water, it is widely used as a solvent, a paint stripper, and for the removal of caffeine from coffee and tea.	2.05	1	chloromethanes; volatile organic compound	carcinogenic agent; polar aprotic solvent; refrigerant
bromodichloromethane bromodichloromethane: RN given refers to parent cpd. bromodichloromethane : A halomethane that is dichloromethane in which oneof the hydrogens has been replaced by a bromine atom. It occurs as a contaminant in drinking water.	2.05	1	halomethane	environmental contaminant; reagent
pentachloroethane [no description available]	2.05	1	chloroethanes	non-polar solvent
1,1,2-trichloroethane 1,1,2-trichloroethane: RN given refers to cpd with locants as specified. 1,1,2-trichloroethane : A member of the class of chloroethanes that is ethane substituted by chloro groups at positions 1, 1 and 2.	2.05	1	chloroethanes
trichloroethylene Trichloroethylene: A highly volatile inhalation anesthetic used mainly in short surgical procedures where light anesthesia with good analgesia is required. It is also used as an industrial solvent. Prolonged exposure to high concentrations of the vapor can lead to cardiotoxicity and neurological impairment.. triol : A chemical compound containing three hydroxy groups.	2.05	1	chloroethenes	inhalation anaesthetic; mouse metabolite
1,1,2,2-tetrachloroethane 1,1,2,2-tetrachloroethane: see also record for tetrachloroethane. 1,1,2,2-tetrachloroethane : A member of the class of chloroethanes that is ethane substituted by chloro groups at positions 1, 1, 2 and 2.	2.05	1	chloroethanes
michler's ketone [no description available]	2.05	1	benzophenones
cdec CDEC: structure	2.05	1	thiocarbonyl compound
2,4-diaminotoluene 2,4-diaminotoluene: RN given refers to unlabeled parent cpd; structure. 2,4-diaminotoluene : An aminotoluene that is para-toluidine with an additional amino group at position 2.	2.05	1	aminotoluene	metabolite
4-chloro-1,2-diaminobenzene 4-chloro-1,2-diaminobenzene: RN given refers to parent cpd	2.05	1	monochlorobenzenes
1,2,3-trichloropropane [no description available]	2.48	2	organochlorine compound
5-nitro-2-toluidine 5-nitro-2-toluidine: structure given in first source; RN given refers to parent cpd. 5-nitro-o-toluidine : A C-nitro compound in which the nitro compound is meta to the amino group and para to the methyl group of o-toluidine.	2.05	1	C-nitro compound
5-nitro-2-methoxyaniline 5-nitro-2-methoxyaniline: RN given refers to parent cpd	2.05	1	4-nitroanisoles; substituted aniline
di-(4-aminophenyl)ether di-(4-aminophenyl)ether: structure	2.05	1	aromatic ether
1,3-butadiene buta-1,3-diene : A butadiene with unsaturation at positions 1 and 3.	2.05	1	butadiene	carcinogenic agent; mutagen
tetrahydrofuran oxolane : A cyclic ether that is butane in which one hydrogen from each methyl group is substituted by an oxygen.	2.05	1	cyclic ether; oxolanes; saturated organic heteromonocyclic parent; volatile organic compound	polar aprotic solvent
tetrafluoroethylene tetrafluoroethylene: RN given refers to parent cpd; structure	2.05	1	fluorocarbon
2-aminoanthraquinone [no description available]	2.05	1	anthraquinone
cresidine cresidine: structure	2.05	1	methoxybenzenes
amiben Amiben: RN given refers to parent cpd	2.05	1	chlorobenzoic acid
2,4,5-trimethylaniline 2,4,5-trimethylaniline: RN given refers to parent cpd	2.05	1	substituted aniline
4,4'-thiodianiline 4,4'-thiodianiline: structure	2.05	1	substituted aniline
chlorobenzilate chlorobenzilate: structure	2.05	1	diarylmethane
5-nitroacenaphthene [no description available]	2.05	1	nitronaphthalene
1,1,1,2-tetrachloroethane 1,1,1,2-tetrachloroethane: see also record for tetrachloroethane	2.05	1	chloroethanes
d-alpha tocopherol Vitamin E: A generic descriptor for all TOCOPHEROLS and TOCOTRIENOLS that exhibit ALPHA-TOCOPHEROL activity. By virtue of the phenolic hydrogen on the 2H-1-benzopyran-6-ol nucleus, these compounds exhibit varying degree of antioxidant activity, depending on the site and number of methyl groups and the type of ISOPRENOIDS.. tocopherol : A collective name for a group of closely related lipids that contain a chroman-6-ol nucleus substituted at position 2 by a methyl group and by a saturated hydrocarbon chain consisting of three isoprenoid units. They are designated as alpha-, beta-, gamma-, and delta-tocopherol depending on the number and position of additional methyl substituents on the aromatic ring. Tocopherols occur in vegetable oils and vegetable oil products, almost exclusively with R,R,R configuration. Tocotrienols differ from tocopherols only in having three double bonds in the hydrocarbon chain.. vitamin E : Any member of a group of fat-soluble chromanols that exhibit biological activity against vitamin E deficiency. The vitamers in this class consists of a chroman-6-ol core which is substituted at position 2 by a methyl group and (also at position 2) either a saturated or a triply-unsaturated hydrocarbon chain consisting of three isoprenoid units. The major function of vitamin E is to act as a natural antioxidant by scavenging free radicals and molecular oxygen.. (R,R,R)-alpha-tocopherol : An alpha-tocopherol that has R,R,R configuration. The naturally occurring stereoisomer of alpha-tocopherol, it is found particularly in sunflower and olive oils.	2.05	1	alpha-tocopherol	algal metabolite; antiatherogenic agent; anticoagulant; antioxidant; antiviral agent; EC 2.7.11.13 (protein kinase C) inhibitor; immunomodulator; micronutrient; nutraceutical; plant metabolite
2,3,7,8-tetrachlorodibenzodioxine Tetrachlorodibenzodioxin: A mixture of isomers.	2.05	1	polychlorinated dibenzodioxine
nitrofen nitrofen: structure	2.05	1	organic molecular entity	EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor; herbicide
1,5-naphthalenediamine 1,5-diaminonaphthalene: structure in first source. naphthalene-1,5-diamine : A naphthalenediamine compound having amino substituents in the 1- and 5-positions.	2.05	1	naphthalenediamine	carcinogenic agent
n-methylamino-2-nitro-4-n',n'-bis(2-hydroxyethyl)aminobenzene N-methylamino-2-nitro-4-N',N'-bis(2-hydroxyethyl)aminobenzene: structure	2.05	1	C-nitro compound
carboxin Carboxin: A systemic agricultural fungicide and seed treatment agent.. carboxin : An anilide obtained by formal condensation of the amino group of aniline with the carboxy group of 2-methyl-5,6-dihydro-1,4-oxathiine-3-carboxylic acid. A fungicide for control of bunts and smuts that is normally used as a seed treatment.	2.13	1	anilide fungicide; anilide; enamide; organosulfur heterocyclic compound; oxacycle; secondary carboxamide	antifungal agrochemical; EC 1.3.5.1 [succinate dehydrogenase (quinone)] inhibitor
1,2-diphenylhydrazine [no description available]	2.05	1
1,4-dioxane 1,4-dioxane: dehydrating agent; polar solvent miscible both with water & most organic solvents. dioxane : Any member of the class of dioxanes that is a cyclohexane in which two carbon atoms are replaced by oxygen atoms.. 1,4-dioxane : A dioxane with oxygen atoms at positions 1 and 4.	2.05	1	dioxane; volatile organic compound	carcinogenic agent; metabolite; NMR chemical shift reference compound; non-polar solvent
chloroprene Chloroprene: Toxic, possibly carcinogenic, monomer of neoprene, a synthetic rubber; causes damage to skin, lungs, CNS, kidneys, liver, blood cells and fetuses. Synonym: 2-chlorobutadiene.	2.05	1	chloroolefin
1-chloro-2-propanol 1-chloro-2-propanol: RN given refers to cpd without isomeric designation. 1-chloropropan-2-ol : A secondary alcohol that is isopropanol in which one of the methyl hydrogen atoms is substituted by chlorine.	2.13	1	organochlorine compound; secondary alcohol
tetrachloroethylene Tetrachloroethylene: A chlorinated hydrocarbon used as an industrial solvent and cooling liquid in electrical transformers. It is a potential carcinogen.	2.05	1	chlorocarbon; chloroethenes	nephrotoxic agent
(+)-limonene (4R)-limonene : An optically active form of limonene having (4R)-configuration.	2.05	1	limonene	plant metabolite
ethylenethiourea Ethylenethiourea: A degradation product of ethylenebis(dithiocarbamate) fungicides. It has been found to be carcinogenic and to cause THYROID hyperplasia.	2.05	1	imidazolidines
beta carotene beta Carotene: A carotenoid that is a precursor of VITAMIN A. Beta carotene is administered to reduce the severity of photosensitivity reactions in patients with erythropoietic protoporphyria (PORPHYRIA, ERYTHROPOIETIC).. provitamin A : A provitamin that can be converted into vitamin A by enzymes from animal tissues.	2.05	1	carotenoid beta-end derivative; cyclic carotene	antioxidant; biological pigment; cofactor; ferroptosis inhibitor; human metabolite; mouse metabolite; plant metabolite; provitamin A
cinnamyl anthranilate [no description available]	2.05	1	benzoate ester
nitrofurantoin Nitrofurantoin: A urinary anti-infective agent effective against most gram-positive and gram-negative organisms. Although sulfonamides and antibiotics are usually the agents of choice for urinary tract infections, nitrofurantoin is widely used for prophylaxis and long-term suppression.. nitrofurantoin : An imidazolidine-2,4-dione that is hydantoin substituted at position 1 by a [(5-nitro-2-furyl)methylene]amino group. An antibiotic that damages bacterial DNA.	2.13	1	imidazolidine-2,4-dione; nitrofuran antibiotic; organonitrogen heterocyclic antibiotic; organooxygen heterocyclic antibiotic	antibacterial drug; antiinfective agent; hepatotoxic agent
ascorbic acid Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.	2.05	1	ascorbic acid; vitamin C	coenzyme; cofactor; flour treatment agent; food antioxidant; food colour retention agent; geroprotector; plant metabolite; skin lightening agent

Condition	Relationship Strength	Studies
Body Weight The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.	2.41	2
Benign Neoplasms [description not available]	2.06	1
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.	2.06	1
Acute Liver Injury, Drug-Induced [description not available]	1.96	1
Electrolytes Substances that dissociate into two or more ions, to some extent, in water. Solutions of electrolytes thus conduct an electric current and can be decomposed by it (ELECTROLYSIS). (Grant & Hackh's Chemical Dictionary, 5th ed)	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

1-amino-2,4-dibromoanthraquinone

Description

Cross-References

Synonyms (55)

Research Excerpts

Toxicity

Drug Classes (1)

Protein Targets (7)

Potency Measurements

Bioassays (1)

Research

Studies (6)

Market Indicators

Research Demand Index: 17.32

Study Types