1,2-diamino-4,5-dimethoxybenzene

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

Description

1,2-diamino-4,5-dimethoxybenzene, also known as **3,4-dimethoxy-o-phenylenediamine** (DMOPD), is an organic compound with the molecular formula C8H12N2O2.

**Structure and Properties:**

* **Structure:** DMOPD is a benzene ring with two amino groups (–NH2) at positions 1 and 2, and two methoxy groups (–OCH3) at positions 4 and 5.
* **Appearance:** It is a white to pale yellow solid at room temperature.
* **Solubility:** It is soluble in organic solvents like ethanol and acetone, but sparingly soluble in water.

**Importance in Research:**

DMOPD is a versatile compound with various research applications, particularly in the fields of:

**1. Organic Synthesis:**

* **Precursor for Pharmaceuticals:** DMOPD serves as a key precursor for the synthesis of various pharmaceuticals, including antihistamines, analgesics, and antipsychotics.
* **Synthesis of Polymers:** It can be used as a monomer in the synthesis of polyamides and other polymers with specific properties.
* **Dye Synthesis:** DMOPD is a valuable intermediate in the production of dyes and pigments.

**2. Materials Science:**

* **Organic Electronics:** Its electron-donating properties make it suitable for use in organic light-emitting diodes (OLEDs) and other organic electronic devices.
* **Sensors:** DMOPD-based materials can be used in the development of chemical and biological sensors due to their sensitivity to specific analytes.

**3. Biochemistry and Pharmacology:**

* **Biological Activity:** DMOPD exhibits biological activity, acting as a dopamine receptor agonist and exhibiting antioxidant properties.
* **Pharmacological Studies:** Research on DMOPD explores its potential therapeutic applications in neurological disorders and other conditions.

**4. Analytical Chemistry:**

* **Chromatography:** DMOPD is used as a standard in chromatographic analysis, particularly in high-performance liquid chromatography (HPLC).

**Note:**

It's important to handle DMOPD with caution as it may be a skin and eye irritant.

**Overall, 1,2-diamino-4,5-dimethoxybenzene is a significant compound in various research fields due to its versatility in synthesis, its potential applications in materials science and biochemistry, and its contribution to the development of pharmaceuticals and analytical tools.**

1,2-diamino-4,5-dimethoxybenzene: used for determination of ascorbic acid in human serum [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	152939
CHEMBL ID	1896702
SCHEMBL ID	209984
MeSH ID	M0137914

Synonyms (31)

Synonym
BB 0246075
4,5-dimethoxy-benzene-1,2-diamine
dadmb
AKOS000111002
4,5-dimethoxybenzene-1,2-diamine
FT-0690816
NCGC00188141-01
4,5-dimethoxy-1,2-diaminobenzene
1,2-diamino-4,5-dimethoxybenzene
1,2-benzenediamine, 4,5-dimethoxy-
27841-33-4
EN300-51468
F3308-2814
SCHEMBL209984
SKIUVOVOIJBJPN-UHFFFAOYSA-N
4,5-dimethoxy-1,2-phenylenediamine
CHEMBL1896702
DTXSID80182156
mfcd00462577
4,5-dimethoxy-1,2-phenylenediamine hydrochloride, for hplc derivatization, >=98.0% (gc)
1,2-diamino-4,5-dimethoxybenzene, aldrichcpr
J-016894
BS-13668
AMY24259
1,2-diamino-4,5-dimethoxybenzene;1,2-benzenediamine, 4,5-dimethoxy-
BCP30099
C74439
CS-0006999
PD045665
HY-77873
Z382723632

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

Protein Targets (3)

Potency Measurements

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
TDP1 protein	Homo sapiens (human)	Potency	8.9716	0.0008	11.3822	44.6684	AID686978; AID686979
flap endonuclease 1	Homo sapiens (human)	Potency	3.9811	0.1337	25.4129	89.1251	AID588795
DNA polymerase iota isoform a (long)	Homo sapiens (human)	Potency	22.3872	0.0501	27.0736	89.1251	AID588590
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	3 (30.00)	18.7374
1990's	4 (40.00)	18.2507
2000's	2 (20.00)	29.6817
2010's	1 (10.00)	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: 11.94

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	11.94 (24.57)
Research Supply Index	2.40 (2.92)
Research Growth Index	4.34 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (11.94)

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	10 (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
2-keto-4-methylvalerate alpha-ketoisocaproic acid: RN given refers to parent cpd. 4-methyl-2-oxopentanoate : A 2-oxo monocarboxylic acid anion that is the conjugate base of 4-methyl-2-oxopentanoic acid.. 4-methyl-2-oxopentanoic acid : A 2-oxo monocarboxylic acid that is pentanoic acid (valeric acid) substituted with a keto group at C-2 and a methyl group at C-4. A metabolite that has been found to accumulate in maple syrup urine disease.	1.98	1	2-oxo monocarboxylic acid; branched-chain keto acid	algal metabolite; human metabolite
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.	1.97	1	2-hydroxy monocarboxylic acid	algal metabolite; Daphnia magna metabolite
dihydroxyacetone phosphate Dihydroxyacetone Phosphate: An important intermediate in lipid biosynthesis and in glycolysis.. dihydroxyacetone phosphate : A member of the class of glycerone phosphates that consists of glycerone bearing a single phospho substituent.	1.98	1	glycerone phosphates; primary alpha-hydroxy ketone	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
pyruvaldehyde Pyruvaldehyde: An organic compound used often as a reagent in organic synthesis, as a flavoring agent, and in tanning. It has been demonstrated as an intermediate in the metabolism of acetone and its derivatives in isolated cell preparations, in various culture media, and in vivo in certain animals.. methylglyoxal : A 2-oxo aldehyde derived from propanal.	2.69	3	2-oxo aldehyde; propanals	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
tyrosine Tyrosine: A non-essential amino acid. In animals it is synthesized from PHENYLALANINE. It is also the precursor of EPINEPHRINE; THYROID HORMONES; and melanin.. tyrosine : An alpha-amino acid that is phenylalanine bearing a hydroxy substituent at position 4 on the phenyl ring.	7.37	2	amino acid zwitterion; erythrose 4-phosphate/phosphoenolpyruvate family amino acid; L-alpha-amino acid; proteinogenic amino acid; tyrosine	EC 1.3.1.43 (arogenate dehydrogenase) inhibitor; fundamental metabolite; micronutrient; nutraceutical
leucine Leucine: An essential branched-chain amino acid important for hemoglobin formation.. leucine : A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isobutyl group.	1.98	1	amino acid zwitterion; L-alpha-amino acid; leucine; proteinogenic amino acid; pyruvate family amino acid	algal metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; plant metabolite; Saccharomyces cerevisiae metabolite
quinoxalines quinoxaline : A naphthyridine in which the nitrogens are at positions 1 and 4.	2.67	3	mancude organic heterobicyclic parent; naphthyridine; ortho-fused heteroarene
acrolein [no description available]	7.11	1	enal	herbicide; human xenobiotic metabolite; toxin
glyoxal [no description available]	2.02	1	dialdehyde	agrochemical; allergen; pesticide; plant growth regulator
potassium hydroxide potassium hydroxide: RN given refers to cpd with MF of K-OH	1.96	1	alkali metal hydroxide
glyceraldehyde 3-phosphate Glyceraldehyde 3-Phosphate: An aldotriose which is an important intermediate in glycolysis and in tryptophan biosynthesis.. glyceraldehyde 3-phosphate : An aldotriose phosphate that is the 3-phospho derivative of glyceraldehyde. It is an important metabolic intermediate in several central metabolic pathways in all organisms.	1.98	1	glyceraldehyde 3-phosphate	mouse metabolite
dehydroascorbic acid Dehydroascorbic Acid: The reversibly oxidized form of ascorbic acid. It is the lactone of 2,3-DIKETOGULONIC ACID and has antiscorbutic activity in man on oral ingestion.. L-dehydroascorbate : An organic anion and the conjugate base of L-dehydroascorbic acid, arising from deprotonation of the acidic C2-position.. L-dehydroascorbic acid : Dehydroascorbic acid having the L-configuration.	1.96	1	dehydroascorbic acid; vitamin C	coenzyme; mouse metabolite
enkephalin, leucine Enkephalin, Leucine: One of the endogenous pentapeptides with morphine-like activity. It differs from MET-ENKEPHALIN in the LEUCINE at position 5. Its first four amino acid sequence is identical to the tetrapeptide sequence at the N-terminal of BETA-ENDORPHIN.. Leu-enkephalin : A pentapeptide comprising L-tyrosine, glycine, glycine, L-phenylalanine and L-leucine residues joined in sequence by peptide linkages. It is an endogenous opioid peptide produced in vertebrate species, including rodents, primates and humans that results from decomposition of proenkephalin or dynorphin and exhibits antinociceptive properties.	1.97	1	pentapeptide; peptide zwitterion	analgesic; delta-opioid receptor agonist; human metabolite; mu-opioid receptor agonist; neurotransmitter; rat metabolite
nad NAD(1-) : An anionic form of nicotinamide adenine dinucleotide arising from deprotonation of the two OH groups of the diphosphate moiety.	1.97	1	organophosphate oxoanion	cofactor; human metabolite; hydrogen acceptor; Saccharomyces cerevisiae metabolite
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.	6.96	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
Diabetes Mellitus A heterogeneous group of disorders characterized by HYPERGLYCEMIA and GLUCOSE INTOLERANCE.	2.02	1
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)	2.68	3
Autoimmune Diabetes [description not available]	1.98	1
Diabetes Mellitus, Adult-Onset [description not available]	1.98	1
Diabetes Mellitus, Type 1 A subtype of DIABETES MELLITUS that is characterized by INSULIN deficiency. It is manifested by the sudden onset of severe HYPERGLYCEMIA, rapid progression to DIABETIC KETOACIDOSIS, and DEATH unless treated with insulin. The disease may occur at any age, but is most common in childhood or adolescence.	1.98	1
Diabetes Mellitus, Type 2 A subclass of DIABETES MELLITUS that is not INSULIN-responsive or dependent (NIDDM). It is characterized initially by INSULIN RESISTANCE and HYPERINSULINEMIA; and eventually by GLUCOSE INTOLERANCE; HYPERGLYCEMIA; and overt diabetes. Type II diabetes mellitus is no longer considered a disease exclusively found in adults. Patients seldom develop KETOSIS but often exhibit OBESITY.	1.98	1

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