4-(Dimethylamino)Benzaldehyde

Details

• Internal ID: a2af4b13-33af-41f0-b1c4-0a14c346c288
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzoyl derivatives
• IUPAC Name: 4-(dimethylamino)benzaldehyde
• SMILES (Canonical): CN(C)C1=CC=C(C=C1)C=O
• SMILES (Isomeric): CN(C)C1=CC=C(C=C1)C=O
• InChI: InChI=1S/C9H11NO/c1-10(2)9-5-3-8(7-11)4-6-9/h3-7H,1-2H3
• InChI Key: BGNGWHSBYQYVRX-UHFFFAOYSA-N
• Popularity: 3,836 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.19 g/mol
• Exact Mass: 149.084063974 g/mol
• Topological Polar Surface Area (TPSA): 20.30 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 100-10-7
• 4-Dimethylaminobenzaldehyde
• p-Dimethylaminobenzaldehyde
• Ehrlich's reagent
• Benzaldehyde, 4-(dimethylamino)-
• p-Formyldimethylaniline
• p-(Dimethylamino)benzaldehyde
• p-Formyl-N,N-dimethylaniline
• 4-Dimethylaminobenzenecarbonal
• N,N-Dimethyl-p-aminobenzaldehyde
• p-(N,N-Dimethylamino)benzaldehyde
• para-Dimethylaminobenzaldehyde
• Reagens ehrlichovo
• Benzaldehyde, p-(dimethylamino)-
• MFCD00003381
• NSC 5517
• Reagens ehrlichovo [Czech]
• 4-dimethylamino-benzaldehyde
• N,N-Dimethyl-4-formylaniline
• 4-N,N-Dimethylaminobenzaldehyde
• p-DAB
• 4-N,N-DIMETHYLBENZALDEHYDE
• 4-dimethylaminobenzaldehyd
• EINECS 202-819-0
• UNII-V7E88PR1YB
• 4-dimethylamino benzaldehyde
• V7E88PR1YB
• AI3-15337
• CHEMBL3188333
• DTXSID5021835
• N,N-Dimethyl-4-aminobenzaldehyde
• NSC-5517
• Ehrlich's Reagent
• Ehrlichs reagent
• Kovac's reagent for indoles, for microbiology
• P-Dimethgl anuinotenzaldehyde
• 4-Formyl-N,N-dimethylaniline
• hydrazine reagent
• 4-formyl-N
• 2v6n
• 4-(N,N-DIMETHYLAMINO)BENZALDEHYDE
• p-dimethylaminobenzaldehyd
• p-dimethylamino benzaldehyde
• Para-dimehtylaminobenzaldehyde
• SCHEMBL61517
• 4-Formyl-N,N-dimethylanilin
• Benzaldehyde, p-dimethylamino-
• p-(dimethylamino) benzaldehyde
• 4-(dimethylamino) benzaldehyde
• 4-(dimethylamino)-benzaldehyde
• DTXCID601835
• Dimethylamino)benzaldehyde, p-(
• P-Dimethylaminobenzaldehyde,(S)
• 4-(Dimethylamino)benzenecarbonal
• WLN: VHR DN1 & 1
• CHEBI:91114
• 4-N,N-dimethylamino benzaldehyde
• NSC5517
• para-N,N-dimethylaminobenzaldehyde
• BCP30263
• HY-Y0015
• DIMETHYLAMINOBENZALDEHYDE, P-
• Tox21_300707
• 4-(Dimethylamino)benzaldehyde, 98%
• 4-DIMETHYL-AMINO-BENZALDEHYDE
• BDBM50101990
• STK199263
• AKOS000118908
• CS-W020083
• P-DIMETHYLAMINOBENZALDEHYDE [MI]
• NCGC00184048-01
• NCGC00184048-02
• NCGC00184048-03
• NCGC00184048-04
• NCGC00184048-05
• NCGC00254615-01
• AS-10767
• CAS-100-10-7
• LS-25022
• AM20060801
• D0645
• D1495
• FT-0618357
• p-Dimethylaminobenzaldehyde;Ehrlich's reagent
• 4-(Dimethylamino)benzaldehyde A.C.S. reagent
• EN300-18036
• 4-(Dimethylamino)benzaldehyde, p.a., 99.0%
• W18656
• AB01333894-02
• 4-(Dimethylamino)benzaldehyde, ACS reagent, 99%
• A800043
• AG-205/03202034
• J-200061
• Q1225737
• Z57127528
• F2190-0620
• 4-(Dimethylamino)benzaldehyde, JIS special grade, >=99.0%
• 4-(Dimethylamino)benzaldehyde, Vetec(TM) reagent grade, 98%
• InChI=1/C9H11NO/c1-10(2)9-5-3-8(7-11)4-6-9/h3-7H,1-2H
• 4-(Dimethylamino)benzaldehyde, puriss. p.a., Reag. Ph. Eur., >=99% (perchloric acid titration)
• 4-(Dimethylamino)benzaldehyde, suitable for histochemical demonstration of nitro blue tetrazolium reduction in neutrophils
• 4-N
• p-N

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9609	96.09%
Caco-2	+	0.9483	94.83%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5737	57.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9120	91.20%
OATP1B3 inhibitior	+	0.9568	95.68%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8892	88.92%
P-glycoprotein inhibitior	-	0.9860	98.60%
P-glycoprotein substrate	-	0.9728	97.28%
CYP3A4 substrate	-	0.7237	72.37%
CYP2C9 substrate	-	0.7850	78.50%
CYP2D6 substrate	+	0.3939	39.39%
CYP3A4 inhibition	-	0.9706	97.06%
CYP2C9 inhibition	-	0.9543	95.43%
CYP2C19 inhibition	-	0.9017	90.17%
CYP2D6 inhibition	-	0.9528	95.28%
CYP1A2 inhibition	+	0.5439	54.39%
CYP2C8 inhibition	-	0.9798	97.98%
CYP inhibitory promiscuity	-	0.8005	80.05%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6520	65.20%
Carcinogenicity (trinary)	Non-required	0.5166	51.66%
Eye corrosion	+	0.8631	86.31%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.8043	80.43%
Skin corrosion	+	0.7194	71.94%
Ames mutagenesis	+	0.6430	64.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.7609	76.09%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6324	63.24%
skin sensitisation	+	0.4879	48.79%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.7333	73.33%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	+	0.5632	56.32%
Acute Oral Toxicity (c)	III	0.8336	83.36%
Estrogen receptor binding	-	0.7427	74.27%
Androgen receptor binding	-	0.5610	56.10%
Thyroid receptor binding	-	0.7382	73.82%
Glucocorticoid receptor binding	-	0.6624	66.24%
Aromatase binding	-	0.5874	58.74%
PPAR gamma	-	0.7971	79.71%
Honey bee toxicity	-	0.9384	93.84%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.3731	37.31%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3542436	Q16696	Cytochrome P450 2A13	17000 nM	Ki	PMID: 22696418
CHEMBL5282	P11509	Cytochrome P450 2A6	3600 nM	Ki	PMID: 22696418

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.65%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.32%	95.56%
CHEMBL2487	P05067	Beta amyloid A4 protein	91.52%	96.74%
CHEMBL3401	O75469	Pregnane X receptor	90.31%	94.73%
CHEMBL2581	P07339	Cathepsin D	87.84%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.36%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.83%	96.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.91%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.75%	86.33%

Plants that contains it

• Senna alexandrina

Cross-Links

• PubChem: 7479
• NPASS: NPC57051
• ChEMBL: CHEMBL3188333