P-Phenylenediamine

Details

• Internal ID: bb9af507-85e0-4010-a12b-5c5d7f0f2728
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Aniline and substituted anilines
• IUPAC Name: benzene-1,4-diamine
• InChI: InChI=1S/C6H8N2/c7-5-1-2-6(8)4-3-5/h1-4H,7-8H2
• InChI Key: CBCKQZAAMUWICA-UHFFFAOYSA-N
• Popularity: 8,406 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₈N₂
• Molecular Weight: 108.14 g/mol
• Exact Mass: 108.068748264 g/mol
• Topological Polar Surface Area (TPSA): 52.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.85
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 106-50-3
• 1,4-BENZENEDIAMINE
• 1,4-Phenylenediamine
• 1,4-Diaminobenzene
• 4-Aminoaniline
• para-phenylenediamine
• p-Diaminobenzene
• p-Aminoaniline
• Orsin
• 4-Phenylenediamine
• Paraphenylenediamine
• p-Benzenediamine
• Fouramine D
• Futramine D
• Benzofur D
• Developer PF
• Fourrine D
• Fur Yellow
• Santoflex IC
• Santoflex LC
• Durafur Black R
• Pelagol D
• Tertral D
• Pelagol DR
• Pelagol Grey D
• Peltol D
• Fourrine 1
• Furro D
• Ursol D
• Renal PF
• Zoba Black D
• Developer 13
• Nako H
• BASF ursol D
• Fenylenodwuamina
• Oxidation base 10
• Rodol D
• Usaf ek-394
• C.I. Developer 13
• Fur Black 41867
• Paraphenylen-diamine
• paraphenylene-diamine
• p-Fenylendiamin
• FUR Brown 41866
• P-PHENYLENE DIAMINE
• C.I. Oxidation Base 10
• CI Developer 13
• CI Oxidation Base 10
• Fur Black 41866
• CI 76060
• C.I. 76060
• DTXSID9021138
• CHEBI:51403
• U770QIT64J
• NSC-4777
• DTXCID401138
• black henna
• 1,4-phenyldiamine
• 1,4-phenylene diamine
• ELF Color
• RefChem:6094
• Obeo The Mee Plus Hair Color Cream Dark Brown
• Obeo The Mee Plus Hair Color Cream Natural Brown
• TMCA HAIR COLOR Number Six (Natural dark brown)
• BEAUTIFUL WOMANS HAIR LOVES COLORFUL BUBBLES HAIR DYE 3N DARK BROWN
• 203-404-7
• para
• benzene-1,4-diamine
• p-Phenyldiamine
• p-phenylenediamine base
• NSC 4777
• MFCD00007901
• p-PhenylenediaMine(p-PDA)
• NCGC00159375-02
• NCGC00159375-04
• p-Fenylendiamin [Czech]
• Fenylenodwuamina [Polish]
• CAS-106-50-3
• CCRIS 509
• 4-phenylene diamine
• HSDB 2518
• Phenylenediamine, para-
• EINECS 203-404-7
• UNII-U770QIT64J
• AI3-00710
• p-phenylendiamine
• 4-amino-aniline
• Aminogen II
• para-diaminobenzene
• p-phenylene-diamine
• paraphenylene diamine
• aniline, 4-amino-
• 1,4-diamino benzene
• para-phenylene diamine
• Phenylenediamine, para
• WLN: ZR DZ
• Epitope ID:114080
• EC 203-404-7
• SCHEMBL27981
• 1,4-DIAMINO-BENZENE
• SCHEMBL645101
• HSDB 6256 (Salt/Mix)
• CHEMBL403741
• SCHEMBL1204109
• SCHEMBL1963092
• SCHEMBL4000780
• SCHEMBL6282891
• SCHEMBL9443945
• P-PHENYLENEDIAMINE [MI]
• NSC4777
• C.I. 76076 (Salt/Mix)
• 1,4-BENZENEDIAMINE [HSDB]
• P-PHENYLENEDIAMINE [WHO-DD]
• PARAPHENYLENEDIAMINE [VANDF]
• STR01091
• PARAPHENYLENEDIAMINE [MART.]
• Tox21_111615
• Tox21_201993
• Tox21_302943
• BBL011602
• MSK1226-100A
• STL163334
• AKOS005716327
• p-Phenylenediamine, sublimed, >=99%
• Tox21_111615_1
• 1,4-Benzendiamine;1,4-Di-aminobenzol
• DB14141
• FP26952
• UN 1673
• p-Phenylenediamine, flakes, >=99.5%
• NCGC00159375-03
• NCGC00159375-05
• NCGC00256482-01
• NCGC00259542-01
• BP-31236
• p-Phenylenediamine, >=99.0% (GC/NT)
• NS00010864
• P0170
• EN300-19064
• C19499
• F238391
• Q415024
• p-Phenylenediamine, technical, >=97.0% (GC/NT)
• 1,4-Phenylenediamine 2000 microg/mL in Acetonitrile
• p-Phenylenediamine [UN1673] [Keep away from food]
• p-Phenylenediamine Solution in Acetonitrile, 100ug/mL
• Z104472524
• 1,4-Benzenediamine;p-Phenylenediamine;(4-Aminophenyl)amine
• InChI=1/C6H8N2/c7-5-1-2-6(8)4-3-5/h1-4H,7-8H
• p-Phenylenediamine, zone-refined, purified by sublimation, >=99%

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9844	98.44%
Caco-2	+	0.9578	95.78%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.9429	94.29%
Subcellular localzation	Lysosomes	0.7635	76.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9875	98.75%
OATP1B3 inhibitior	+	0.9592	95.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9362	93.62%
P-glycoprotein inhibitior	-	0.9852	98.52%
P-glycoprotein substrate	-	0.9875	98.75%
CYP3A4 substrate	-	0.9104	91.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4369	43.69%
CYP3A4 inhibition	-	0.9048	90.48%
CYP2C9 inhibition	+	0.5550	55.50%
CYP2C19 inhibition	-	0.7217	72.17%
CYP2D6 inhibition	-	0.9668	96.68%
CYP1A2 inhibition	-	0.6184	61.84%
CYP2C8 inhibition	-	0.9954	99.54%
CYP inhibitory promiscuity	-	0.7096	70.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.6929	69.29%
Eye corrosion	+	0.9828	98.28%
Eye irritation	+	1.0000	100.00%
Skin irritation	-	0.6043	60.43%
Skin corrosion	-	0.6147	61.47%
Ames mutagenesis	+	0.9566	95.66%
Human Ether-a-go-go-Related Gene inhibition	-	0.8178	81.78%
Micronuclear	+	0.9800	98.00%
Hepatotoxicity	+	0.8625	86.25%
skin sensitisation	+	0.9333	93.33%
Respiratory toxicity	-	0.9111	91.11%
Reproductive toxicity	-	0.9778	97.78%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.4697	46.97%
Acute Oral Toxicity (c)	II	0.8401	84.01%
Estrogen receptor binding	-	0.7761	77.61%
Androgen receptor binding	+	0.5499	54.99%
Thyroid receptor binding	-	0.7363	73.63%
Glucocorticoid receptor binding	-	0.8481	84.81%
Aromatase binding	-	0.7651	76.51%
PPAR gamma	-	0.7089	70.89%
Honey bee toxicity	-	0.9549	95.49%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.9400	94.00%
Fish aquatic toxicity	+	0.6482	64.82%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293224	P10636	Microtubule-associated protein tau	12589.3 nM; 14125.4 nM; 15848.9 nM	Potency; Potency; Potency	via CMAUP; via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.73%	91.11%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	83.84%	95.48%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.94%	90.24%

Plants that contains it

• Oreocome striata

Cross-Links

• PubChem: 7814
• NPASS: NPC301874
• ChEMBL: CHEMBL403741