2-Methylbenzenesulfonamide

Details

• Internal ID: 7cbacab6-7987-4259-842e-83824619e6bb
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Benzenesulfonamides
• IUPAC Name: 2-methylbenzenesulfonamide
• InChI: InChI=1S/C7H9NO2S/c1-6-4-2-3-5-7(6)11(8,9)10/h2-5H,1H3,(H2,8,9,10)
• InChI Key: YCMLQMDWSXFTIF-UHFFFAOYSA-N
• Popularity: 279 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₉NO₂S
• Molecular Weight: 171.22 g/mol
• Exact Mass: 171.03539970 g/mol
• Topological Polar Surface Area (TPSA): 68.50 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.64
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 88-19-7
• 2-Methylbenzenesulfonamide
• 2-Toluenesulfonamide
• Benzenesulfonamide, 2-methyl-
• o-Methylbenzenesulfonamide
• ortho-Toluenesulfonamide
• 2-Tolylsulfonamide
• Ortho-toluol-sulfonamid
• ortho-Toluenesulphonamide
• DTXSID7021362
• R81Z6V889P
• NSC-2185
• DTXCID301362
• o-toluolsulfonamide
• RefChem:910086
• 201-808-8
• 2-methylbenzene-1-sulfonamide
• TOLUENESULFONAMIDE
• Toluene-2-sulfonamide
• Toluene-2-sulphonamide
• MFCD00007934
• NSC 2185
• 2-Methylbenzene-1-sulphonamide
• Ketjenflex 9
• 8013-74-9
• Santicizer 9
• Ketjenflex 9S
• o-(Or p)-toluenesulphonamide
• 2(or 4)-Toluenesulfonamide
• CCRIS 8900
• HSDB 5256
• ortho-Toluol-sulfonamid [German]
• 2(or 4)-Methylbenzenesulfonamide
• EINECS 201-808-8
• EINECS 232-394-7
• Benzenesulfonamide, 2(or 4)-methyl-
• BRN 1102362
• TOLUENESULFONAMIDE, O-
• UNII-R81Z6V889P
• AI3-23216
• o-tolylsulfonamide
• OTS amide
• toluene sulfonamide
• IEJ
• 2-toluenesulphonamide
• o-toluene sulfonamide
• methyl-benzenesulphonamide
• Toluene-2-sulfonamide RS
• 2-methylbenzene-sulfonamide
• WLN: ZSWR B1
• EC 201-808-8
• 2-methyl-benzenesulphonamide
• 2-methylbenzene sulphonamide
• o-Toluenesulfonamide, 99%
• SCHEMBL7369
• SPR_3
• Uniplex 171 (Salt/Mix)
• 4-11-00-00229 (Beilstein Handbook Reference)
• SCHEMBL305238
• SCHEMBL971098
• CHEMBL176892
• orb1310484
• SCHEMBL3800751
• SCHEMBL6290698
• SCHEMBL10725287
• SCHEMBL22208964
• SCHEMBL28246655
• SCHEMBL29410204
• BDBM35999
• NSC2185
• O-TOLUENESULFONAMIDE [HSDB]
• STR03407
• Tox21_301641
• SBB058537
• STK325715
• O-TOLUENESULFONAMIDE [USP-RS]
• AKOS000119649
• CS-W010774
• FM37539
• MSK000855-100A
• CAS-88-19-7
• MSK000855-1000A
• NCGC00255267-01
• PD055397
• SY048993
• TS-02327
• NS00010811
• ST50407149
• T0280
• EN300-18329
• E70309
• AE-562/40299836
• F403351
• Q27287945
• Z57902803
• O-Tolylsulfonilamide Solution in Acetonitrile, 100ug/mL
• O-Tolylsulfonilamide Solution in Acetonitrile, 1000ug/mL
• o-Toluenesulfonamide, United States Pharmacopeia (USP) Reference Standard
• InChI=1/C7H9NO2S/c1-6-4-2-3-5-7(6)11(8,9)10/h2-5H,1H3,(H2,8,9,10
• o-Toluenesulfonamide, Pharmaceutical Secondary Standard; Certified Reference Material

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.9226	92.26%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	+	0.9286	92.86%
Subcellular localzation	Lysosomes	0.4766	47.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9848	98.48%
OATP1B3 inhibitior	+	0.9482	94.82%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9601	96.01%
P-glycoprotein inhibitior	-	0.9901	99.01%
P-glycoprotein substrate	-	0.9853	98.53%
CYP3A4 substrate	-	0.7419	74.19%
CYP2C9 substrate	-	0.5000	50.00%
CYP2D6 substrate	-	0.8535	85.35%
CYP3A4 inhibition	-	0.9808	98.08%
CYP2C9 inhibition	-	0.9611	96.11%
CYP2C19 inhibition	-	0.7490	74.90%
CYP2D6 inhibition	-	0.9579	95.79%
CYP1A2 inhibition	-	0.5399	53.99%
CYP2C8 inhibition	-	0.9528	95.28%
CYP inhibitory promiscuity	-	0.8056	80.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5877	58.77%
Carcinogenicity (trinary)	Warning	0.5327	53.27%
Eye corrosion	-	0.8945	89.45%
Eye irritation	+	0.9906	99.06%
Skin irritation	-	0.7304	73.04%
Skin corrosion	-	0.9270	92.70%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7965	79.65%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.9351	93.51%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.9333	93.33%
Mitochondrial toxicity	-	0.6750	67.50%
Nephrotoxicity	-	0.6330	63.30%
Acute Oral Toxicity (c)	III	0.7952	79.52%
Estrogen receptor binding	-	0.9762	97.62%
Androgen receptor binding	-	0.9339	93.39%
Thyroid receptor binding	-	0.7883	78.83%
Glucocorticoid receptor binding	-	0.9222	92.22%
Aromatase binding	-	0.8987	89.87%
PPAR gamma	-	0.9288	92.88%
Honey bee toxicity	-	0.9121	91.21%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9521	95.21%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3594	Q16790	Carbonic anhydrase IX	97.68%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	97.18%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	92.94%	94.73%
CHEMBL205	P00918	Carbonic anhydrase II	92.67%	98.44%
CHEMBL3242	O43570	Carbonic anhydrase XII	91.75%	97.37%
CHEMBL2581	P07339	Cathepsin D	91.33%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	84.96%	93.65%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	83.55%	90.93%
CHEMBL5932	P53671	LIM domain kinase 2	80.80%	96.49%

Plants that contains it

• Syzygium aromaticum

Cross-Links

• PubChem: 6924
• NPASS: NPC302129
• ChEMBL: CHEMBL176892