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| 2227-79-4 Chemical Structure| 2227-79-4

Structure of Thiobenzamide
CAS No.: 2227-79-4

Chemical Structure| 2227-79-4

*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 [ 2227-79-4 ]

CAS No. :2227-79-4
Formula : C7H7NS
M.W : 137.20
SMILES Code : NC(C1=CC=CC=C1)=S
MDL No. :MFCD00008060
InChI Key :QIOZLISABUUKJY-UHFFFAOYSA-N
Pubchem ID :683563

Safety of [ 2227-79-4 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301
Precautionary Statements:P301+P310
Class:6.1
UN#:2811
Packing Group:

Computational Chemistry of [ 2227-79-4 ] Show Less

Physicochemical Properties

Num. heavy atoms 9
Num. arom. heavy atoms 6
Fraction Csp3 0.0
Num. rotatable bonds 1
Num. H-bond acceptors 0.0
Num. H-bond donors 1.0
Molar Refractivity 41.91
TPSA ?

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

58.11 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.48
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

1.49
Log Po/w (WLOGP)?

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

1.32
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.

1.71
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

2.45
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.69

Water Solubility

Log S (ESOL):?

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

-2.06
Solubility 1.2 mg/ml ; 0.00878 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.

-2.32
Solubility 0.66 mg/ml ; 0.00481 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

-2.16
Solubility 0.949 mg/ml ; 0.00692 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

No
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.

-6.08 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

1.0
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

1.0 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)

1.0

Application In Synthesis of [ 2227-79-4 ]

* 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.

  • Downstream synthetic route of [ 2227-79-4 ]

[ 2227-79-4 ] Synthesis Path-Downstream   1~21

  • 1
  • [ 17823-69-7 ]
  • [ 2227-79-4 ]
  • [ 15908-64-2 ]
  • 2
  • [ 4504-12-5 ]
  • [ 2227-79-4 ]
  • [ 172678-67-0 ]
  • 3
  • [ 4504-12-5 ]
  • [ 2227-79-4 ]
  • (4R,5R)-2-Phenyl-4-phenylamino-4,5-dihydro-thiazole-5-carboxylic acid ethyl ester [ No CAS ]
  • (4S,5R)-2-Phenyl-4-phenylamino-4,5-dihydro-thiazole-5-carboxylic acid ethyl ester [ No CAS ]
  • [ 172678-67-0 ]
  • 4
  • [ 26421-44-3 ]
  • [ 2227-79-4 ]
  • [ 779332-92-2 ]
  • 4,5,6-tris(2,5-dimethyl-3-thienyl)-2-phenyl-4H-1,3-thiazine [ No CAS ]
  • 5
  • [ 2227-79-4 ]
  • [ 188869-05-8 ]
  • [ 1004527-72-3 ]
YieldReaction ConditionsOperation in experiment
78% at 140℃; for 0.333333h;Neat (no solvent); tert-Butyl 3-bromor4-oxopiperidine-l-carboxylate (1.0 g, 3.6 mmol) and benzothioamide (490 mg, 3.6 mmol) were heated neat at 1400C for 10 minutes. After cooling down, the resulting brown solid was sonicated in AcOEt for 10 minutes. Filtration and drying yielded 2-phenyl-4, 5, 6, 7- tetrahydrothiazolo [5, 4-c] pyridine hydrobromide as a brown solid (829 mg, 78percent): 1H NMR (400 MHz, DMSO-d6) delta 3.06-3.12 (m, 2H), 3.49-3.57 (m, 2H), 4.46-4.53 (m, 2H), 7.50-7.56 (m, 3H), 7.90-7.94 (m, 2H), 9.35 (br, 2H); m/z (APCI pos) 217.1 (10percent) [M+H] .
  • 8
  • α-formyl-α-chloroacetate [ No CAS ]
  • [ 2227-79-4 ]
  • [ 172678-67-0 ]
YieldReaction ConditionsOperation in experiment
15% In ethanol; Step 20a A solution of alpha-formyl-alpha-chloroacetate (9.34 g, 49.5 mmol, 1 eq) and thiobenzamide (6.79 g, 49.5 mmol, 1 eq) in EtOH (37.0 mL) is refluxed for 1 hr. The solution changes from an orange/brown color to a deep green. This solution is washed with water and extracted with CH2Cl2. The organic fraction is dried over Na2SO4, filtered, and the solvent removed in vacuo. The product is purified by column chromatography using a Biotage Flash 40M column (20% hexanes/EtOAc) to give ethyl 2-phenyl-thiazole-5-carboxylate as a deep orange oil (1.82 g, 15%). MS (ESI) for C12H13NO3S m/z 252.1 (M+H)+.
  • 9
  • ethyl formyl β chloracetate [ No CAS ]
  • [ 2227-79-4 ]
  • [ 172678-67-0 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In water; benzene; Stage A: 2-phenyl-5-carbethoxy-thiazole A solution of ethyl formyl beta chloracetate in 240 ml of benzene was added to a suspension of 78 g of thiobenzamide in 200 ml of benzene and the mixture was refluxed for 3 hours 30 minutes while eliminating the water formed. The reaction medium was cooled and 320 ml of a 20% solution of potassium carbonate and 220 ml of water were added slowly. Extraction was carried out with ether, followed by washing, drying and distillation under reduced pressure to obtain 75.5 g of the desired product.
  • 10
  • [ 1113-59-3 ]
  • [ 2227-79-4 ]
  • [ 7113-10-2 ]
YieldReaction ConditionsOperation in experiment
99% In 1,4-dioxane; for 2h;Heating / reflux; Step 1. 2-Phenyl-thiazole-4-carboxylic acid A solution of thiobenzamide (Aldrich; 1.37 g, 10 mmol) and 3-bromopyruvic acid (1.67 g, 10 mmol) in dioxane (50 mL) was heated at reflux for 2 hrs. The solution was concentrated in vacuo. Water (50 mL) was added. The resulting solid was filtered and triturated with ether to give a white solid (2.0 g, 99%).
0.8 g In 1,4-dioxane; at 110℃; for 2h; To a solution of 1-1 (1.0 g, 7.3 mmol) and 3-bromopyruvic acid (1.2 g, 7.3 mmol) in 1,4-dioxane (50 mL). The reaction mixture was stirred at 110 C. for 2 hours. The mixture was quenched with ice water (100 mL), extracted with EtOAc, washed with brine, dried with anhydrous Na2SO4, filtered and concentrated to give the crude product. The crude product was purified by silica gel chromatography eluted to give product 1-2 (0.8 g, 53.5). MS m/z [ESI]: 206.0 [M+1].
  • 11
  • [ 64611-67-2 ]
  • [ 2227-79-4 ]
  • [ 2521-25-7 ]
  • 12
  • [ 33142-21-1 ]
  • [ 2227-79-4 ]
  • [ 172678-67-0 ]
YieldReaction ConditionsOperation in experiment
45.9% With magnesium sulfate heptahydrate; In toluene; at 100℃; for 4h; To a solution of 1-2 (4.5 g, 30.0 mmol) and thiobenzamide (4.1 g, 30.0 mmol) in toluene (50 mL) was added magnesium sulfate heptahydrate (7.2 g, 59.8 mmol). The reaction mixture was stirred at 100 C. for 4 hours and quenched with ice water (100 mL), extracted with ether, washed with brine, dried with anhydrous Na2SO4, filtered and concentrated to give the crude product. The crude product was purified by silica gel chromatography eluted to give product 1-3 (3.2 g, 45.9%). MS m/z [ESI]: 234.1 [M+1].
35% With magnesium sulfate; In toluene; at 90℃; for 16h;Inert atmosphere; To a stirring solution of benzothioamide (25 g, 182.48 mmol) in toluene (250 mL) under inert atmosphere were added ethyl 2-chloro-3-oxopropanoate 96 (41.15 g, 274.34 mmol), anhydrous magnesium sulfate (65.85 g, 547.44 mmol) at room temperature and heated to 90 oC and stirred for 16 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was diluted with water and extracted with EtOAc. The combined organic extracts were dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 10% EtOAc/ hexanes to afford compound 111 (15 g, 35%) as pale yellow solid. TLC: 20% EtOAc/ hexanes (Rf: 0.8); 1H NMR (400 MHz, DMSO-d6): delta 8.49 (s, 1H), 8.04-8.01 (m, 2H), 7.58-7.51 (m, 3H), 4.34 (q, J = 7.2 Hz, 2H), 1.32 (t, J = 7.1 Hz, 3H); LCMS Calculated for C12H11NO2S: 233.05; LCMS observed: 234.1 (M+1)+.
  • 13
  • [ 2227-79-4 ]
  • 2-bromo-3-ethoxy-3-hydroxy-propionic acid ethyl ester [ No CAS ]
  • [ 172678-67-0 ]
YieldReaction ConditionsOperation in experiment
17% In 1,4-dioxane; water; at 80℃; for 1h; Ethyl-3-ethoxyacryalate (4.0 g, 27.7 mmol) was dissolved in dioxane-H2O (30 ml, 1:1 v/v) and cooled to -10 C. N-Bromosuccinimide (5.43 g, 30.5 mmol) was added to this solution and the reaction mixture was allowed to warm up to room temperature and further stirred for 1 h. Thiobenzamide (3.8 g, 27.7 mmol) was then added and the reaction mixture was further heated to 80 C for 1 h. The reaction mixture was then cooled to room temperature and quenched with aqueous ammonia solution. The organic product was extracted with EtOAc and combined extracts were washed with H2O and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel 60-120 mesh, eluent 5-10% EtOAc in petroleum ether) to afford ethyl 2-phenylthiazole-5-carboxylate (1.1 g, yield 17%) as a yellow solid. 1H NMR (300 MHz, CDCl3) delta 8.43 (s, 1 H), 8.01 - 7.98 (m, 2H), 7.48 - 7.48 (m, 3H), 4.44 - 4.37 (q, J = 7.2 Hz, 2H), 1.44 - 1.39 (t, J = 7.2 Hz, 3H). MS (ESI) m/z: Calculated for C12H11NO2S: 233.05; found: 234.0 (M+H)+.
  • 14
  • [ 2227-79-4 ]
  • [ 3704-41-4 ]
  • 15
  • [ 5941-55-9 ]
  • [ 2227-79-4 ]
  • [ 172678-67-0 ]
YieldReaction ConditionsOperation in experiment
14% To a solution of (E)-ethyl 3-ethoxyacrylate (12.6 g, 87.6 mmol) in 1,4-dioxane (50 mL) and water (50 mL) was added NBS (17.2 g, 96.4 mmol) at 0C. The mixture was stirred for 1 hour at room temperature. Benzothioamide (12.1 g, 87.6 mmol) was added and the mixture was stirred for 1 hour at 80-90C. The reaction mixture was cooled down to room temperature and poured into NH4OH (300 mL, 3% in water) and extracted with ethyl acetate (150 mL x 2), dried over sodium sulfate, concentrated and purified by chromatography (PE:EA =10/1) to give compound 10-la (2.9 g, 14% yield); LCMS (ESI): m/z 234 [M+Hf?.
  • 16
  • [ 4225-92-7 ]
  • [ 2227-79-4 ]
  • 4-mesityl-2-phenylthiazole [ No CAS ]
  • 17
  • [ 57772-50-6 ]
  • [ 2227-79-4 ]
  • 8-methyl-2-phenyl-4H-benzo[d][1,3]thiazine [ No CAS ]
  • 18
  • [ 37585-16-3 ]
  • [ 2227-79-4 ]
  • 7-chloro-2-phenyl-4H-benzo[d][1,3]thiazine [ No CAS ]
  • 19
  • [ 118-92-3 ]
  • [ 2227-79-4 ]
  • [ 62838-24-8 ]
  • [ 15351-42-5 ]
  • 20
  • [ 769-42-6 ]
  • [ 101906-05-2 ]
  • [ 2227-79-4 ]
  • 6-hydroxy-1,3-dimethyl-5-(2-phenyl-4-(4-(trifluoromethyl)phenyl)thiazol-5-yl)pyrimidine-2,4(1H,3H)-dione [ No CAS ]
  • 21
  • [ 2227-79-4 ]
  • [ 1129403-56-0 ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 2227-79-4 ]

Aryls

Chemical Structure| 25984-63-8

A149152 [25984-63-8]

4-Hydroxybenzothioamide

Similarity: 0.75

Chemical Structure| 72505-21-6

A655737 [72505-21-6]

4-(Trifluoromethyl)thiobenzamide

Similarity: 0.73

Chemical Structure| 100-81-2

A739290 [100-81-2]

m-Tolylmethanamine

Similarity: 0.67

Chemical Structure| 2018-90-8

A138239 [2018-90-8]

1-(2-Naphthyl)methanamine

Similarity: 0.65

Chemical Structure| 40393-99-5

A348984 [40393-99-5]

Mesitylmethanamine

Similarity: 0.63

Amides

Chemical Structure| 25984-63-8

A149152 [25984-63-8]

4-Hydroxybenzothioamide

Similarity: 0.75

Chemical Structure| 72505-21-6

A655737 [72505-21-6]

4-(Trifluoromethyl)thiobenzamide

Similarity: 0.73

Chemical Structure| 2196-13-6

A684196 [2196-13-6]

Pyridine-4-carbothioamide

Similarity: 0.66

Chemical Structure| 126534-87-0

A239285 [126534-87-0]

3-Formylbenzamide

Similarity: 0.50

Chemical Structure| 55-21-0

A446394 [55-21-0]

Benzamide

Similarity: 0.50

Amines

Chemical Structure| 25984-63-8

A149152 [25984-63-8]

4-Hydroxybenzothioamide

Similarity: 0.75

Chemical Structure| 72505-21-6

A655737 [72505-21-6]

4-(Trifluoromethyl)thiobenzamide

Similarity: 0.73

Chemical Structure| 100-81-2

A739290 [100-81-2]

m-Tolylmethanamine

Similarity: 0.67

Chemical Structure| 2196-13-6

A684196 [2196-13-6]

Pyridine-4-carbothioamide

Similarity: 0.66

Chemical Structure| 2018-90-8

A138239 [2018-90-8]

1-(2-Naphthyl)methanamine

Similarity: 0.65