Home Cart Sign in  
Chemical Structure| 59937-01-8 Chemical Structure| 59937-01-8

Structure of 59937-01-8

Chemical Structure| 59937-01-8

*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 [ 59937-01-8 ]

CAS No. :59937-01-8
Formula : C12H11NO2S
M.W : 233.29
SMILES Code : O=C(C1=CSC(C2=CC=CC=C2)=N1)OCC
MDL No. :MFCD06205115
InChI Key :UKKGDCGESAFSJY-UHFFFAOYSA-N
Pubchem ID :10036966

Safety of [ 59937-01-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Computational Chemistry of [ 59937-01-8 ] Show Less

Physicochemical Properties

Num. heavy atoms 16
Num. arom. heavy atoms 11
Fraction Csp3 0.17
Num. rotatable bonds 4
Num. H-bond acceptors 3.0
Num. H-bond donors 0.0
Molar Refractivity 63.64
TPSA ?

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

67.43 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

2.88
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

3.17
Log Po/w (WLOGP)?

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

2.99
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.

1.91
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

3.86
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.96

Water Solubility

Log S (ESOL):?

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

-3.53
Solubility 0.0691 mg/ml ; 0.000296 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.

-4.26
Solubility 0.0129 mg/ml ; 0.0000554 mol/l
Class?

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

Moderately 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

-4.3
Solubility 0.0117 mg/ml ; 0.0000501 mol/l
Class?

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

Moderately 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

Yes
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.

-5.47 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)

2.82

Application In Synthesis of [ 59937-01-8 ]

* 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 [ 59937-01-8 ]

[ 59937-01-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 59937-01-8 ]
  • [ 7113-10-2 ]
YieldReaction ConditionsOperation in experiment
98% With water; sodium hydroxide; In methanol; at 20℃; for 1.03h; A solution of ethyl 2-phenylthiazole-4-carboxylate (Example 4B, 3.046 g, 13.06 mmol) in methanol (20 mL) was treated with a solution of NaOH (1.044 g, 26.1 mmol) in water (10 mL) added dropwise over 2 min and the resulting solution was stirred at room temperature for 1 h. The methanol was then evaporated under reduced pressure and the residual paste was diluted with a mixture of water (30 mL) and ethyl acetate (200 mL). The pH was adjusted to ~3 with concentrated hydrochloric acid, the organic phase was separated and the aqueous phase was re-extracted with ethyl acetate (2 x 150 mL). The combined organic extract was washed with brine (3 x 35 mL) and dried over anhydrous magnesium sulfate. After concentration of the solvent under reduced pressure, the solid residue obtained was dried in vacuo for 18 h to yield 2.629 g (98%) of the title compound as a white crystalline solid. LC (Method A): 1.842 min. HRMS(ESI) Anal.Calcd for C10H8NO2S [M+H]+ m/z 206.027; found 206.0266. 1H NMR (CDCL3, 400 MHz) delta ppm: 8.30 (s, 1H), 7.94 - 8.05 (m, 2H), 7.4 - 7.55 (m, 3H).
94.9% With sodium hydroxide; In methanol; at 20℃; for 4h; General procedure: Sodium hydroxide (2N) was added to a solution of intermediate 2a-i (1 equiv.) in methanol at ambient temperature. The reaction mixture was stirred for 4h and the methanol was removed by rotary evaporation. The resultant mixture was adjusted to pH=5-6 with 1N HCl solution. The precipitated white solid was collected by filtration and dried to give the carboxylic acid intermediate (1a-i).
80% With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20℃; for 4h; General procedure: To a solution of the obtained ethyl ester intermediate (1 equiv) in 2:3:1 THF/MeOH/H2O (18 ml) was added LiOH·H2O (1.5 equiv). After stirring at room temperature for 4 h, the volatiles were removed under reduced pressure. The residue was acidified with 1N hydrochloric acid solution, and then filtered and the filter cake was washed with 5 mL of water, dried in vacuum to afford a white powder. Recrystallization from 75% EtOH gave the desired compounds 1-8.
  • 2
  • [ 425392-44-5 ]
  • [ 98-80-6 ]
  • [ 59937-01-8 ]
  • [ 425392-45-6 ]
  • [ 425392-46-7 ]
  • 3
  • [ 59937-01-8 ]
  • [ 914347-21-0 ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 59937-01-8 ]

Aryls

Chemical Structure| 7113-10-2

A255287 [7113-10-2]

2-Phenylthiazole-4-carboxylic acid

Similarity: 0.92

Chemical Structure| 885278-75-1

A130058 [885278-75-1]

Ethyl 2-(4-bromophenyl)thiazole-4-carboxylate

Similarity: 0.90

Chemical Structure| 132089-38-4

A136561 [132089-38-4]

Ethyl 2-(3,5-dichlorophenyl)thiazole-4-carboxylate

Similarity: 0.88

Chemical Structure| 57677-80-2

A149640 [57677-80-2]

2-(4-Methoxyphenyl)thiazole-4-carboxylic acid

Similarity: 0.88

Chemical Structure| 914347-21-0

A270290 [914347-21-0]

Ethyl 5-bromo-2-phenylthiazole-4-carboxylate

Similarity: 0.86

Esters

Chemical Structure| 885278-75-1

A130058 [885278-75-1]

Ethyl 2-(4-bromophenyl)thiazole-4-carboxylate

Similarity: 0.90

Chemical Structure| 132089-38-4

A136561 [132089-38-4]

Ethyl 2-(3,5-dichlorophenyl)thiazole-4-carboxylate

Similarity: 0.88

Chemical Structure| 914347-21-0

A270290 [914347-21-0]

Ethyl 5-bromo-2-phenylthiazole-4-carboxylate

Similarity: 0.86

Chemical Structure| 944559-46-0

A243595 [944559-46-0]

Ethyl 2-(4-methylpent-2-enoyl)thiazole-4-carboxylate

Similarity: 0.82

Chemical Structure| 160060-21-9

A116611 [160060-21-9]

Ethyl 2-acetylthiazole-4-carboxylate

Similarity: 0.81

Related Parent Nucleus of
[ 59937-01-8 ]

Thiazoles

Chemical Structure| 7113-10-2

A255287 [7113-10-2]

2-Phenylthiazole-4-carboxylic acid

Similarity: 0.92

Chemical Structure| 885278-75-1

A130058 [885278-75-1]

Ethyl 2-(4-bromophenyl)thiazole-4-carboxylate

Similarity: 0.90

Chemical Structure| 132089-38-4

A136561 [132089-38-4]

Ethyl 2-(3,5-dichlorophenyl)thiazole-4-carboxylate

Similarity: 0.88

Chemical Structure| 57677-80-2

A149640 [57677-80-2]

2-(4-Methoxyphenyl)thiazole-4-carboxylic acid

Similarity: 0.88

Chemical Structure| 914347-21-0

A270290 [914347-21-0]

Ethyl 5-bromo-2-phenylthiazole-4-carboxylate

Similarity: 0.86