3,4-Diaminotoluene

Details

• Internal ID: 316b5b1d-dd84-4c5f-95e4-54146f7ff31c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Toluenes > Aminotoluenes > Diaminotoluenes
• IUPAC Name: 4-methylbenzene-1,2-diamine
• InChI: InChI=1S/C7H10N2/c1-5-2-3-6(8)7(9)4-5/h2-4H,8-9H2,1H3
• InChI Key: DGRGLKZMKWPMOH-UHFFFAOYSA-N
• Popularity: 311 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₁₀N₂
• Molecular Weight: 122.17 g/mol
• Exact Mass: 122.084398327 g/mol
• Topological Polar Surface Area (TPSA): 52.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 496-72-0
• 4-Methyl-o-phenylenediamine
• 1,2-Benzenediamine, 4-methyl-
• Toluene-3,4-diamine
• 4-Methyl-1,2-benzenediamine
• 4-Methyl-1,2-phenylenediamine
• 3,4-Tolylenediamine
• 1,2-Diamino-4-methylbenzene
• 4-Methyl-1,2-diaminobenzene
• 3,4-Toluylenediamine
• 3,4-Diamino-1-methylbenzene
• NSC 1495
• CCRIS 4611
• HSDB 6070
• EINECS 207-826-2
• OE7HJ54P5C
• BRN 0507965
• DTXSID9024930
• NSC-1495
• DIAMINOTOLUENE, 3,4-
• DTXCID104930
• 3,4-DIAMINOTOLUENE [HSDB]
• 4-13-00-00260 (Beilstein Handbook Reference)
• 3,4Toluenediamine
• Toluene3,4diamine
• 3,4Tolylenediamine
• 3,4Toluylenediamine
• 4Methylophenylenediamine
• 1,2Diamino4methylbenzene
• 3,4Diamino1methylbenzene
• 4Methyl1,2benzenediamine
• 4Methyl1,2diaminobenzene
• RefChem:485836
• 4Methyl1,2phenylenediamine
• 1,2Benzenediamine, 4methyl
• TOLUENE, 3,4-DIAMINO
• 2-AMINO-5-METHYLANILINE
• 4-METHYL-2-AMINOANILINE
• TOLUENE-3,4-DIAMINE [INCI]
• 207-826-2
• 4-methylbenzene-1,2-diamine
• 3,4-Toluenediamine
• 2-amino-4-methylphenylamine
• MFCD00007728
• Tolylene-3,4-diamine
• CAS-496-72-0
• UNII-OE7HJ54P5C
• 3,4-Toluendiamine
• 3,4 diamino toluene
• 3,4-toluene diamine
• 636-24-8
• Tolue- ne-3,4-Diamine
• 3,5-Cyclohexadiene-1,2-diimine, 4-methyl-
• WLN: ZR BZ D1
• 3,4-Diaminotoluene, 97%
• 4377-72-4
• aniline, 2-amino-4-methyl-
• MLS002454370
• SCHEMBL102738
• 4-methyl-benzene-1,2-diamine
• orb1299322
• SCHEMBL3423499
• SCHEMBL4069017
• CHEMBL1319452
• SCHEMBL10693998
• SCHEMBL10803188
• SCHEMBL28449513
• SCHEMBL29428422
• 4-methyl-benzene-1, 2-diamine
• DTXSID20420347
• (2-amino-5-methyl-phenyl)-amine
• HMS3039M17
• BB_SC-06834
• STR02446
• WZB82057
• Tox21_201749
• Tox21_300507
• BBL013178
• MSK000544
• SBB007557
• STK895715
• AKOS001476169
• CS-W013550
• NCGC00091277-01
• NCGC00091277-02
• NCGC00091277-03
• NCGC00091277-04
• NCGC00091277-05
• NCGC00091277-06
• NCGC00254324-01
• NCGC00259298-01
• 3,4-DIAMINOTOLUENE DIHYDROCHLORIDE
• AC-10826
• SMR001371992
• DB-051663
• D0125
• NS00009797
• ST51038573
• EN300-41268
• D77752
• 3,4-Diaminotoluene, 99%, purified by sublimation
• AC-907/25014184
• F037872
• 4-Methyl-o-phenylenediamine, purum, >=98.0% (NT)
• Q26841301
• F0001-1293
• Z394649898
• 4-Methyl-o-phenylenediamine, Vetec(TM) reagent grade, 97%
• InChI=1/C7H10N2/c1-5-2-3-6(8)7(9)4-5/h2-4H,8-9H2,1H
• 9AY

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	+	0.9258	92.58%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.8857	88.57%
Subcellular localzation	Lysosomes	0.5747	57.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9546	95.46%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8867	88.67%
P-glycoprotein inhibitior	-	0.9869	98.69%
P-glycoprotein substrate	-	0.9631	96.31%
CYP3A4 substrate	-	0.7916	79.16%
CYP2C9 substrate	-	0.8375	83.75%
CYP2D6 substrate	+	0.4103	41.03%
CYP3A4 inhibition	-	0.9156	91.56%
CYP2C9 inhibition	-	0.7843	78.43%
CYP2C19 inhibition	-	0.8626	86.26%
CYP2D6 inhibition	-	0.9771	97.71%
CYP1A2 inhibition	-	0.5830	58.30%
CYP2C8 inhibition	-	0.9594	95.94%
CYP inhibitory promiscuity	-	0.6004	60.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5100	51.00%
Carcinogenicity (trinary)	Non-required	0.4865	48.65%
Eye corrosion	+	0.7290	72.90%
Eye irritation	+	0.9955	99.55%
Skin irritation	-	0.8256	82.56%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	+	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7516	75.16%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.8875	88.75%
skin sensitisation	+	0.9273	92.73%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.9556	95.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6414	64.14%
Acute Oral Toxicity (c)	II	0.7573	75.73%
Estrogen receptor binding	-	0.8900	89.00%
Androgen receptor binding	+	0.6452	64.52%
Thyroid receptor binding	-	0.8416	84.16%
Glucocorticoid receptor binding	-	0.8712	87.12%
Aromatase binding	-	0.8545	85.45%
PPAR gamma	-	0.7332	73.32%
Honey bee toxicity	-	0.9728	97.28%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.8200	82.00%
Fish aquatic toxicity	+	0.8474	84.74%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2903	P16050	Arachidonate 15-lipoxygenase	31622.8 nM	Potency	via CMAUP
CHEMBL4096	P04637	Cellular tumor antigen p53	31622.8 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	25118.9 nM; 25118.9 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL1293232	Q16637	Survival motor neuron protein	3548.1 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.37%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	87.53%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	85.64%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.30%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.44%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.30%	90.24%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.62%	93.65%
CHEMBL4581	P52732	Kinesin-like protein 1	80.36%	93.18%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10332
• NPASS: NPC173991
• ChEMBL: CHEMBL1319452