1-Naphthylamine

Details

• Internal ID: 3b0fdc38-5e16-460a-ac36-c44970532506
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: naphthalen-1-amine
• SMILES (Canonical): C1=CC=C2C(=C1)C=CC=C2N
• SMILES (Isomeric): C1=CC=C2C(=C1)C=CC=C2N
• InChI: InChI=1S/C10H9N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,11H2
• InChI Key: RUFPHBVGCFYCNW-UHFFFAOYSA-N
• Popularity: 4,421 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₉N
• Molecular Weight: 143.18 g/mol
• Exact Mass: 143.073499291 g/mol
• Topological Polar Surface Area (TPSA): 26.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 1-Aminonaphthalene
• 134-32-7
• naphthalen-1-amine
• 1-Naphthalenamine
• Naphthalen-1-ylamine
• alpha-Naphthylamine
• Naphthalidine
• Naphthalidam
• Naphthylamine
• 1-Naphthalamine
• Fast Garnet Base B
• Naphthalenamine
• alpha-Aminonaphthalene
• 1-Naphthylamin
• 1-Naftilamina
• Alfanaftilamina
• Fast Garnet B Base
• 1-Aminonaftalen
• 1-Naftylamine
• 1-Naftylamin
• Alfa-naftyloamina
• 1-Aminonaphthalene-d7
• RCRA waste number U167
• C.I. Azoic Diazo Component 114
• .alpha.-Naphthylamine
• 1-Naftylamin [Czech]
• 1-Naftylamine [Dutch]
• Naphthaleneamine
• alpha-Naftalamin
• alpha-Naftylamin
• 1-Aminonaftalen [Czech]
• 1-Naftilamina [Spanish]
• 1-Naphthylamin [German]
• Alfanaftilamina [Italian]
• alpha-Naftalamin [Czech]
• alpha-Naftylamin [Czech]
• alfa-Naftyloamina [Polish]
• CCRIS 423
• CI Azoic Diazo Component 114
• 1-Naphthylamine, technical grade
• CHEBI:50450
• HSDB 1080
• .alpha.-Aminonaphthalene
• EINECS 205-138-7
• UN2077
• RCRA waste no. U167
• BRN 0386133
• CI 37265
• CHEMBL57394
• AI3-00085
• C.I. 37265
• DTXSID7020920
• UNII-9753I242R5
• 9753I242R5
• EC 205-138-7
• 4-12-00-03009 (Beilstein Handbook Reference)
• DTXCID30920
• 78832-53-8
• 1-Naphthylamine, analytical standard
• 1-Naphthaylamine
• alpha Naphthylamine
• 25168-10-9
• CAS-134-32-7
• 1-NAPHYLAMINE
• Natalidine
• aminonaphthalene
• naphthyl-amine
• 1-naphtylamine
• 1-napthylamine
• 1-Naftalenamina
• 1-aminonaftaleno
• 1-aminonaphthalen
• 1-naphthyl amine
• 1-naphthaleneamine
• 1-amino napthalene
• 1-naphthalenylamine
• .alpha.-Naftalamin
• .alpha.-Naftylamin
• MFCD00004016
• Naphthylamine (1-)
• naphthalen-1-yl-amine
• NAO (CHRIS Code)
• 1-Naphthylamine (8CI)
• SCHEMBL9029
• naftalen-1-ilamina Naftalidam
• 1-NAPHTHYLAMINE [MI]
• SCHEMBL7738276
• SCHEMBL8059977
• 1-NAPHTHYLAMINE [HSDB]
• 1-NAPHTHYLAMINE [IARC]
• 1-Naphthylamine, >=99.0%
• 1-Naphthylamine, p.a., 99.0%
• Nitrate Reagent A, for microbiology
• Tox21_201233
• Tox21_302805
• BBL013044
• BDBM50282489
• LS-778
• NA2077
• STK301604
• AKOS000119159
• UN 2077
• alpha-Naphthylamine; see 1910.1004
• Naphthalenamine, 1-; (1-Naphthylamine)
• NCGC00091092-01
• NCGC00091092-02
• NCGC00091092-03
• NCGC00091092-04
• NCGC00256472-01
• NCGC00258785-01
• AC-10635
• alpha-Naphthylamine [UN2077] [Poison]
• AS-13623
• alpha-Naphthylamine [UN2077] [Poison]
• Naphthalenamine, 1-; (1-Naphthylamine)
• FT-0608132
• FT-0622384
• N0052
• N0165
• EN300-18066
• AB00443633-03
• A806762
• Q161655
• W-108286
• Z57127984
• F2190-0453
• InChI=1/C10H9N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,11H
• 5I2

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.9696	96.96%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Lysosomes	0.9330	93.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9735	97.35%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8032	80.32%
P-glycoprotein inhibitior	-	0.9785	97.85%
P-glycoprotein substrate	-	0.9597	95.97%
CYP3A4 substrate	-	0.7320	73.20%
CYP2C9 substrate	-	0.8273	82.73%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.7292	72.92%
CYP2C19 inhibition	+	0.7754	77.54%
CYP2D6 inhibition	-	0.5896	58.96%
CYP1A2 inhibition	+	0.8758	87.58%
CYP2C8 inhibition	-	0.9027	90.27%
CYP inhibitory promiscuity	+	0.6288	62.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5600	56.00%
Carcinogenicity (trinary)	Non-required	0.5107	51.07%
Eye corrosion	-	0.7580	75.80%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.7954	79.54%
Skin corrosion	-	0.8023	80.23%
Ames mutagenesis	+	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7346	73.46%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.8823	88.23%
skin sensitisation	+	0.7060	70.60%
Respiratory toxicity	-	0.8889	88.89%
Reproductive toxicity	-	0.7889	78.89%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	+	0.4907	49.07%
Acute Oral Toxicity (c)	III	0.8157	81.57%
Estrogen receptor binding	-	0.5673	56.73%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6684	66.84%
Glucocorticoid receptor binding	-	0.6454	64.54%
Aromatase binding	-	0.6946	69.46%
PPAR gamma	-	0.6129	61.29%
Honey bee toxicity	-	0.8988	89.88%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9161	91.61%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	10000 nM	Potency	via CMAUP
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	19952.6 nM	Potency	via CMAUP
CHEMBL340	P08684	Cytochrome P450 3A4	31622.8 nM; 31622.8 nM	Potency; Potency	via CMAUP; via CMAUP
CHEMBL4159	Q99714	Endoplasmic reticulum-associated amyloid beta-peptide-binding protein	31622.8 nM	Potency	via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	39810.7 nM; 39810.7 nM	Potency; Potency	via CMAUP; via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3959	P16083	Quinone reductase 2	93.61%	89.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.58%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	86.48%	90.17%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 8640
• NPASS: NPC108800
• ChEMBL: CHEMBL57394
• LOTUS: LTS0272107
• wikiData: Q161655