Home Cart Sign in  
HazMat Fee +

There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 4299-07-4 Chemical Structure| 4299-07-4

Structure of 4299-07-4

Chemical Structure| 4299-07-4

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

,{[proInfo.pro_purity]}

4.5 *For Research Use Only !

{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]} Purity: {[proInfo.pro_purity]}

Change View

Size Price VIP Price

US Stock

Global Stock

In Stock
{[ item.pr_size ]} Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • {[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

  • 1-2 Day Shipping
  • High Quality
  • Technical Support
Product Citations

Alternative Products

Product Details of [ 4299-07-4 ]

CAS No. :4299-07-4
Formula : C11H13NOS
M.W : 207.29
SMILES Code : O=C1N(CCCC)SC2=C1C=CC=C2
MDL No. :MFCD09751282
InChI Key :LUYIHWDYPAZCNN-UHFFFAOYSA-N
Pubchem ID :9837171

Safety of [ 4299-07-4 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314-H317-H410
Precautionary Statements:P501-P261-P273-P272-P264-P280-P391-P362+P364-P303+P361+P353-P333+P313-P301+P330+P331-P304+P340+P310-P305+P351+P338+P310-P405
Class:8
UN#:1760
Packing Group:

Computational Chemistry of [ 4299-07-4 ] Show Less

Physicochemical Properties

Num. heavy atoms 14
Num. arom. heavy atoms 9
Fraction Csp3 0.36
Num. rotatable bonds 3
Num. H-bond acceptors 1.0
Num. H-bond donors 0.0
Molar Refractivity 61.77
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

50.24 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

2.72
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

2.71
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

2.86
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

2.55
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

3.66
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.9

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-3.11
Solubility 0.161 mg/ml ; 0.000776 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-3.42
Solubility 0.0791 mg/ml ; 0.000382 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-3.66
Solubility 0.0455 mg/ml ; 0.000219 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

Yes
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

Yes
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-5.64 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

0.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<1.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

2.63

Application In Synthesis of [ 4299-07-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 4299-07-4 ]

[ 4299-07-4 ] Synthesis Path-Upstream   1~23

  • 1
  • [ 58249-32-4 ]
  • [ 4299-07-4 ]
YieldReaction ConditionsOperation in experiment
95% With potassium bromide In N,N-dimethyl-formamide at 110℃; for 12 h; General procedure: A mixture of 2-mercapto-N-substituted benzamide (1, 0.20 mmol), KBr (1.18 mg, 0.01 mmol) and DMF (2.0 mL) was stirred at 110 °C in the sealed tube for 12 h under air condition. The mixture was then cooled to room temperature, diluted with water, extracted with ethyl acetate, dried over sodium sulfate and concentrated. The crude products were purified by column chromatography on silica gel to give the corresponding products.
References: [1] Tetrahedron Letters, 2017, vol. 58, # 22, p. 2084 - 2087.
  • 2
  • [ 2634-33-5 ]
  • [ 1912-32-9 ]
  • [ 4299-07-4 ]
YieldReaction ConditionsOperation in experiment
98%
Stage #1: With sodium methylate In methanol at 0℃; for 1 h;
Stage #2: for 6 h;
151 g of 99percent 1,2'-benzisothiazolin-3-one(1 mol) was added to 257 g of methanol, and 193 g of a 28percent solution of sodium methoxide in methanol (sodium methanol) was added dropwise, followed by stirring and stirring for 1 hour to 0 0C. 160 g of n-butyl methanesulfonate Mol, the reaction was carried out for 6 hours, the solvent was distilled off under reduced pressure, 300 g of toluene was added, washed twice with water, and toluene was recovered under reduced pressure to give 2-butyl-1,2-benzisothiazoline -3-carboxylate (HPLC> 98percent) in a yield of 98percent.
References: [1] Patent: CN104130206, 2016, B, . Location in patent: Paragraph 0027.
  • 3
  • [ 2634-33-5 ]
  • [ 2386-47-2 ]
  • [ 4299-07-4 ]
YieldReaction ConditionsOperation in experiment
94%
Stage #1: With sodium ethanolate In ethanol at 25℃; for 0.5 h;
Stage #2: for 5 h;
75.5 g of 99percent 1,2'-benzisothiazolin-3-one(0.5 mol) was added to 110 g of ethanol, 200 g of a 17percent solution of sodium ethoxide in ethanol (0.5 ml of sodium ethoxide) was added dropwise, followed by stirring and stirring for 0.5 hour to 25 0C. n-butyl sulfonate (0.5 mol) After the dropwise addition, the reaction was carried out for 5 hours. The solvent was distilled off under reduced pressure, 150 g of toluene was added, washed twice with water, and toluene was recovered under reduced pressure to give 2-butyl-1,2-benzisothiazoline-3-one 97 g (HPLC> 98percent) in a yield of 94percent.
References: [1] Patent: CN104130206, 2016, B, . Location in patent: Paragraph 0023.
  • 4
  • [ 2634-33-5 ]
  • [ 126-73-8 ]
  • [ 4299-07-4 ]
YieldReaction ConditionsOperation in experiment
95%
Stage #1: With sodium methylate In methanol at 25℃; for 1 h;
Stage #2: for 4 h;
151 g of 99percent 1,2'-benzisothiazolin-3-one(1 mol) was added to 257 g of methanol, 193 g of a 28percent solution of sodium methoxide in methanol (sodium methanol) was added dropwise, followed by stirring and stirring for 1 hour to 25 0C, 133 g of tri-n-butyl phosphate After the dropwise addition, the reaction was carried out for 4 hours. The solvent was distilled off under reduced pressure, and 300 g of toluene was added, washed twice with water, and toluene was recovered under reduced pressure to give 2-butyl-1,2-benzisothiazolin-3 -one 201 g (HPLC> 98percent) in a yield of 95percent.
References: [1] Patent: CN104130206, 2016, B, . Location in patent: Paragraph 0025.
  • 5
  • [ 86212-65-9 ]
  • [ 109-73-9 ]
  • [ 4299-07-4 ]
YieldReaction ConditionsOperation in experiment
84% With ammonia In toluene at 50℃; for 3 h; General procedure: 1,3-Benzoxathiin-4-one 1-oxide (2, 1.0 mmol) and the appropriate amine or aniline (3 mmol) were stirred in toluene (10 mL) at 50-100 °C until 2 was consumed (2-8 h). After the solvent was removed by evaporation, the products were purified by silica gel chromatography with an appropriate eluent. In the case of 3m, a 1,4-dioxane solution of ammonia (0.5 M) was used.
References: [1] Tetrahedron, 2012, vol. 68, # 21, p. 3932 - 3936.
  • 6
  • [ 1236311-86-6 ]
  • [ 109-73-9 ]
  • [ 4299-07-4 ]
YieldReaction ConditionsOperation in experiment
89% at 50℃; for 3 h; General procedure: 1,3-Benzoxathiin-4-one 1-oxide (2, 1.0 mmol) and the appropriate amine or aniline (3 mmol) were stirred in toluene (10 mL) at 50-100 °C until 2 was consumed (2-8 h). After the solvent was removed by evaporation, the products were purified by silica gel chromatography with an appropriate eluent. In the case of 3m, a 1,4-dioxane solution of ammonia (0.5 M) was used.
References: [1] Tetrahedron, 2012, vol. 68, # 21, p. 3932 - 3936.
  • 7
  • [ 109-65-9 ]
  • [ 58249-25-5 ]
  • [ 4299-07-4 ]
YieldReaction ConditionsOperation in experiment
97% at 50℃; for 5 h; The lithium salt of 1,2-benzisothiazolin-3-one prepared in Example 2 (150 g, 0.95 mol) and DMF (450 ml) were mixedTogether,N-butyl chloride was added dropwise at room temperature(96.7 g, 1.05 mol),Drop finished,The temperature was raised to 50 ° C for 5 hours,Reaction is completed,Down to room temperature,The reaction solution was poured into 2.2 L of water,Ethyl acetate extract product,The organic phase was recovered under reduced pressure to give a mixture of 2-Butyl-1,2-benzisothiazolin-3-one and 3-butoxy-1,2-benzisothiazoline,Yield 93percent. Main productionProportion of product and by - product: 79: 21.The resulting mixture was dissolved in ethyl acetate (450 ml)Down to 0 ° C,A solution of concentrated sulfuric acid (34.2 g, 0.35 mol)The mixture was stirred for 3 hours, filtered and dried to give 155.5 g of a white solid.Relative to the main product yield of 87percent.The resulting solid was added to 10percent sodium hydroxide solution (466 ml)Then add toluene 200ml * 3 extraction, organic phase recoverySolvent to give pale yellow oil 121 g 2-Butyl-1,2-benzisothiazolin-3-one,Yield 96.5percent. The purity of the product 2-butyl-1,2-benzisothiazolin-3-one is greater than 98percent.
References: [1] Patent: CN107098870, 2017, A, . Location in patent: Paragraph 0066-0069.
  • 8
  • [ 109-69-3 ]
  • [ 4299-07-4 ]
YieldReaction ConditionsOperation in experiment
96.5% at 50℃; for 5 h; The lithium salt of 1,2-benzisothiazolin-3-one prepared in Example 2 (150 g, 0.95 mol) and DMF (450 ml) were mixedTogether,N-butyl chloride was added dropwise at room temperature(96.7 g, 1.05 mol),Drop finished,The temperature was raised to 50 ° C for 5 hours,Reaction is completed,Down to room temperature,The reaction solution was poured into 2.2 L of water,Ethyl acetate extract product,The organic phase was recovered under reduced pressure to give a mixture of 2-Butyl-1,2-benzisothiazolin-3-one and 3-butoxy-1,2-benzisothiazoline,Yield 93percent. Main productionProportion of product and by - product: 79: 21.The resulting mixture was dissolved in ethyl acetate (450 ml)Down to 0 ° C,A solution of concentrated sulfuric acid (34.2 g, 0.35 mol)The mixture was stirred for 3 hours, filtered and dried to give 155.5 g of a white solid.Relative to the main product yield of 87percent.The resulting solid was added to 10percent sodium hydroxide solution (466 ml)Then add toluene 200ml * 3 extraction, organic phase recoverySolvent to give pale yellow oil 121 g 2-Butyl-1,2-benzisothiazolin-3-one,Yield 96.5percent. The purity of the product 2-butyl-1,2-benzisothiazolin-3-one is greater than 98percent.
References: [1] Patent: CN107098870, 2017, A, . Location in patent: Paragraph 0062-0065.
  • 9
  • [ 62797-97-1 ]
  • [ 4299-07-4 ]
References: [1] Patent: US2014/316141, 2014, A1, . Location in patent: Paragraph 0053.
  • 10
  • [ 109-65-9 ]
  • [ 2634-33-5 ]
  • [ 40991-40-0 ]
  • [ 4299-07-4 ]
References: [1] Patent: US8884024, 2014, B1, . Location in patent: Paragraph 0025.
  • 11
  • [ 109-65-9 ]
  • [ 58249-25-5 ]
  • [ 40991-40-0 ]
  • [ 4299-07-4 ]
References: [1] Patent: US8884024, 2014, B1, . Location in patent: Paragraph 0026; 0027.
  • 12
  • [ 3950-02-5 ]
  • [ 109-73-9 ]
  • [ 4299-07-4 ]
References: [1] Molecules, 2010, vol. 15, # 11, p. 8214 - 8228.
  • 13
  • [ 349403-39-0 ]
  • [ 4299-07-4 ]
References: [1] Chemistry of Heterocyclic Compounds, 2013, vol. 48, # 11, p. 1684 - 1690[2] Khim. Geterotsikl. Soedin., 2012, vol. 48, # 11, p. 1800 - 1807.
  • 14
  • [ 109-65-9 ]
  • [ 40991-40-0 ]
  • [ 4299-07-4 ]
References: [1] Patent: US8884024, 2014, B1, . Location in patent: Paragraph 0023.
  • 15
  • [ 2620-88-4 ]
  • [ 4299-07-4 ]
References: [1] Synthesis, 2004, # 10, p. 1585 - 1588.
  • 16
  • [ 349403-39-0 ]
  • [ 333-20-0 ]
  • [ 4299-07-4 ]
References: [1] Journal of Organic Chemistry, 2012, vol. 77, # 8, p. 4148 - 4151.
  • 17
  • [ 19602-82-5 ]
  • [ 4299-07-4 ]
References: [1] Synthesis, 2004, # 10, p. 1585 - 1588.
[2] Molecules, 2010, vol. 15, # 11, p. 8214 - 8228.
  • 18
  • [ 119-80-2 ]
  • [ 4299-07-4 ]
References: [1] Molecules, 2010, vol. 15, # 11, p. 8214 - 8228.
  • 19
  • [ 38057-98-6 ]
  • [ 4299-07-4 ]
References: [1] Tetrahedron, 2012, vol. 68, # 21, p. 3932 - 3936.
  • 20
  • [ 5651-35-4 ]
  • [ 4299-07-4 ]
References: [1] Tetrahedron, 2012, vol. 68, # 21, p. 3932 - 3936.
  • 21
  • [ 2634-33-5 ]
  • [ 4299-07-4 ]
References: [1] Patent: CN107098870, 2017, A, .
  • 22
  • [ 2634-33-5 ]
  • [ 40991-40-0 ]
  • [ 4299-07-4 ]
References: [1] Patent: US8884024, 2014, B1, .
  • 23
  • [ 19602-82-5 ]
  • [ 109-73-9 ]
  • [ 4299-07-4 ]
References: [1] Arzneimittel-Forschung, 1964, vol. 14, p. 1301 - 1306.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 4299-07-4 ]

Amides

Chemical Structure| 50978-45-5

A427512 [50978-45-5]

3-Oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide

Similarity: 0.67

Chemical Structure| 159803-11-9

A277655 [159803-11-9]

6-Fluorobenzo[d]isothiazol-3(2H)-one

Similarity: 0.67

Chemical Structure| 6971-74-0

A306768 [6971-74-0]

N-Tosylbenzamide

Similarity: 0.65

Chemical Structure| 127-71-9

A380447 [127-71-9]

N-((4-Aminophenyl)sulfonyl)benzamide

Similarity: 0.62

Chemical Structure| 81-07-2

A239294 [81-07-2]

o-Benzoic Sulfimide

Similarity: 0.60