1,2-Dichlorobenzene

Details

• Internal ID: 71a96282-f516-4797-9025-2aaa9516a44d
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Halobenzenes > Chlorobenzenes > Dichlorobenzenes
• IUPAC Name: 1,2-dichlorobenzene
• SMILES (Canonical): C1=CC=C(C(=C1)Cl)Cl
• SMILES (Isomeric): C1=CC=C(C(=C1)Cl)Cl
• InChI: InChI=1S/C6H4Cl2/c7-5-3-1-2-4-6(5)8/h1-4H
• InChI Key: RFFLAFLAYFXFSW-UHFFFAOYSA-N
• Popularity: 6,143 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₄Cl₂
• Molecular Weight: 147.00 g/mol
• Exact Mass: 145.9690055 g/mol
• Topological Polar Surface Area (TPSA): 0.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 0
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• o-Dichlorobenzene
• 95-50-1
• ortho-Dichlorobenzene
• o-Dichlorbenzol
• Chloroben
• 2-Dichlorobenzene
• Dilantin DB
• ODCB
• o-Dichlorobenzol
• Orthodichlorobenzol
• Cloroben
• Termitkil
• Dizene
• Orthodichlorobenzene
• o-Dichlorbenzene
• Dowtherm E
• o-Dichlor benzol
• Benzene, 1,2-dichloro-
• Chloroden
• Dilatin DB
• 1,2-Dichlorbenzene
• o-DCB
• NCI-C54944
• 1,2-Dichloro-Benzene
• Dichlorobenzene, ortho, liquid
• DTXSID6020430
• 6PJ93I88XL
• CHEBI:35290
• AI3-00053
• NSC-60644
• DTXCID00430
• RefChem:906705
• 202-425-9
• Benzene, o-dichloro-
• Dichlorobenzene, o-
• MFCD00000535
• NSC 60644
• 1,2-dichlorbenzol
• ODB
• 12-dichlorobenzene
• NCGC00090825-01
• 95-50-1; 25321-22-6(mixedisomers)
• 1,2 dichlorobenzene
• Caswell No. 301
• Dichlorobenzenes
• CAS-95-50-1
• CCRIS 1360
• HSDB 521
• EINECS 202-425-9
• UN1591
• RCRA waste no. U070
• EPA Pesticide Chemical Code 059401
• UNII-6PJ93I88XL
• o-dichlorobezene
• 0-dichlorobenzene
• o-dichloro benzene
• o-dichloro-benzene
• 1,2-dichlorobenzen
• ortho dichlorobenzene
• 1,2-dichiorobenzene
• 1.2-dichlorobenzene
• 2,3-dichlorobenzene
• 3,4-dichlorobenzene
• Benzene,2-dichloro-
• Dichlorobenzene, ortho
• 1 ,2-dichlorobenzene
• 1, 2 dichlorobenzene
• 1,2-dichlor-obenzene
• 1,2-dichloro benzene
• 1,2-Di-chlorobenzene
• 1,2-Dichlorobenzene (o-dichlorobenzene)
• Anagrelide Impurity 34
• WLN: GR BG
• 1,2-bis(chloranyl)benzene
• EC 202-425-9
• SCHEMBL5190
• SCHEMBL39183
• SCHEMBL43352
• 1 pound not2-Dichlorobenzene
• BENZENE,1,2-DICHLORO
• BIDD:ER0678
• O-DICHLOROBENZENE [MI]
• CHEMBL298461
• SCHEMBL1002387
• SCHEMBL6716975
• SCHEMBL6717339
• SCHEMBL10593125
• SCHEMBL29350623
• MSK28011
• NSC60644
• ORTHO-DICHLOROBENZENE [HSDB]
• ORTHO-DICHLOROBENZENE [IARC]
• ORTHODICHLOROBENZENE [MART.]
• Tox21_111030
• Tox21_202157
• Tox21_300046
• SBB040881
• STL283948
• 1,2-Dichlorobenzene, LR, >=98%
• AKOS000120142
• 1,2-Dichlorobenzene, anhydrous, 99%
• DB13963
• GF-0116
• UN 1591
• 1,2-Dichlorbenzol;1,2-dichloro-benzen
• 1,2-Dichlorobenzene, for HPLC, 99%
• NCGC00090825-02
• NCGC00090825-03
• NCGC00253914-01
• NCGC00259706-01
• 1,2-dichlorobenzene ortho-dichlorobenzene
• 1,3-Cyclohexadien-5-yne,1,2-dichloro-
• BP-31152
• PD077456
• DB-045754
• 1,2-Dichlorobenzene, ReagentPlus(R), 99%
• D1116
• NS00008007
• S0668
• ST50214478
• 1,2-Dichlorobenzene, for synthesis, 99.0%
• 1,2-Dichlorobenzene 100 microg/mL in Methanol
• 1,2-Dichlorobenzene 10 microg/mL in Cyclohexane
• A845316
• F216310
• Q2609815
• o-Dichlorobenzene [UN1591] [Keep away from food]
• 1,2-Dichlorobenzene, PESTANAL(R), analytical standard
• F1908-0113
• InChI=1/C6H4Cl2/c7-5-3-1-2-4-6(5)8/h1-4
• YAN

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.9709	97.09%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	+	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7942	79.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9652	96.52%
OATP1B3 inhibitior	+	0.9585	95.85%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8489	84.89%
P-glycoprotein inhibitior	-	0.9907	99.07%
P-glycoprotein substrate	-	0.9986	99.86%
CYP3A4 substrate	-	0.7750	77.50%
CYP2C9 substrate	-	0.8036	80.36%
CYP2D6 substrate	-	0.7449	74.49%
CYP3A4 inhibition	-	0.9069	90.69%
CYP2C9 inhibition	-	0.6223	62.23%
CYP2C19 inhibition	+	0.6000	60.00%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	+	0.8817	88.17%
CYP2C8 inhibition	-	0.9353	93.53%
CYP inhibitory promiscuity	-	0.5598	55.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5168	51.68%
Carcinogenicity (trinary)	Non-required	0.6630	66.30%
Eye corrosion	+	0.9937	99.37%
Eye irritation	+	1.0000	100.00%
Skin irritation	+	0.8791	87.91%
Skin corrosion	-	0.8673	86.73%
Ames mutagenesis	-	0.9800	98.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7521	75.21%
Micronuclear	-	0.9900	99.00%
Hepatotoxicity	+	0.9625	96.25%
skin sensitisation	+	0.9389	93.89%
Respiratory toxicity	-	0.9778	97.78%
Reproductive toxicity	-	0.8444	84.44%
Mitochondrial toxicity	-	0.9750	97.50%
Nephrotoxicity	+	0.7071	70.71%
Acute Oral Toxicity (c)	III	0.8737	87.37%
Estrogen receptor binding	-	0.8816	88.16%
Androgen receptor binding	-	0.9347	93.47%
Thyroid receptor binding	-	0.6987	69.87%
Glucocorticoid receptor binding	-	0.8514	85.14%
Aromatase binding	-	0.8987	89.87%
PPAR gamma	-	0.7774	77.74%
Honey bee toxicity	-	0.9636	96.36%
Biodegradation	-	1.0000	100.00%
Crustacea aquatic toxicity	+	0.9900	99.00%
Fish aquatic toxicity	+	0.9865	98.65%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL1293235	P02545	Prelamin-A/C	5623.4 nM	Potency	via CMAUP
CHEMBL1963	P16473	Thyroid stimulating hormone receptor	7943.3 nM; 7943.3 nM	Potency; Potency	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	88.24%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	87.52%	90.17%
CHEMBL3902	P09211	Glutathione S-transferase Pi	86.02%	93.81%
CHEMBL2039	P27338	Monoamine oxidase B	85.77%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	83.76%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.61%	95.56%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	82.30%	85.94%

Plants that contains it

• Gossypium hirsutum
• Hypericum japonicum
• Nepeta racemosa
• Vitis vinifera

Cross-Links

• PubChem: 7239
• NPASS: NPC134584
• ChEMBL: CHEMBL298461
• LOTUS: LTS0124710
• wikiData: Q2609815