Home Cart Sign in  
Chemical Structure| 957346-62-2 Chemical Structure| 957346-62-2

Structure of 957346-62-2

Chemical Structure| 957346-62-2

*Storage: {[sel_prStorage]}

*Shipping: {[sel_prShipping]}

{[proInfo.proName]}

CAS No.: 957346-62-2

,{[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 2 weeks

  • {[ 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 [ 957346-62-2 ]

CAS No. :957346-62-2
Formula : C4H2BrNO2S
M.W : 208.03
SMILES Code : O=C(C1=NC=C(Br)S1)O
MDL No. :MFCD11521568
InChI Key :BQRYPTVDLJGHAU-UHFFFAOYSA-N
Pubchem ID :45480406

Safety of [ 957346-62-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Computational Chemistry of [ 957346-62-2 ] Show Less

Physicochemical Properties

Num. heavy atoms 9
Num. arom. heavy atoms 5
Fraction Csp3 0.0
Num. rotatable bonds 1
Num. H-bond acceptors 3.0
Num. H-bond donors 1.0
Molar Refractivity 36.77
TPSA ?

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

78.43 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.05
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

1.84
Log Po/w (WLOGP)?

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

1.6
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.

0.1
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

2.27
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.37

Water Solubility

Log S (ESOL):?

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

-2.63
Solubility 0.483 mg/ml ; 0.00232 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.

-3.11
Solubility 0.162 mg/ml ; 0.000781 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

-1.53
Solubility 6.2 mg/ml ; 0.0298 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

No
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

No
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.

-6.26 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.

0.56

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)

2.4

Application In Synthesis of [ 957346-62-2 ]

* 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 [ 957346-62-2 ]

[ 957346-62-2 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 957346-62-2 ]
  • [ 75-65-0 ]
  • [ 405939-39-1 ]
  • 2
  • [ 14190-59-1 ]
  • [ 957346-62-2 ]
YieldReaction ConditionsOperation in experiment
16% i) Thiazole-2-carboxylic acid (1.60 g, 12.4 mmol) was added to a solution of lithium diisopropylamine (1 M in THF/heptane/ethylbenzene, 26 mmol, 26 mL) in dry THE (100 mL) at -78 C and the RM was stirred for 30 mi Tetrabromomethane (4.52 g, 13.6 mmol) was added and the RM was stirred for 2 h. The reactionRM was quenched by adding water (30 mL). The RM was allowed to reach RT and diluted by adding an aqueous saturated solution of NaHCO3 (50 mL). The RM was filtered through a pad of celite and extracted with EtOAc (50 mL). The organic layer was discarded and the aqueous layer acidified using a 1 N solution of HCI until pH 3-4. The solution was then extracted with EtOAc (3x 30 mL). The combined organic layer was dried over Na2SO4 and concentrated in vacuo to leave INT-18A (0.420 g, 2.02 mmol,16%). LCMS: caic. for [M+H]*=207.90, found 208.0.
16% Thiazole-2-carboxylic acid (1.60 g, 12.4 mmol) was added to a solution of LDA (1 M in THF/heptane/ethylbenzene, 26.0 mmol, 26 mL) in dry THE (100 mL) at-78 C and the mixture was stirred for 30 mm.CBr4 (4.52 g, 13.6 mmol) was added and the reaction was stirred for 2 h. The RM was quenched by adding water (30 mL). The mixture was allowed to reach rt and diluted by adding an aqueous saturated solution of NaHCO3 (50 mL). The mixture was filtered through a pad of Celite and extracted with EtOAC (50 mL). The organic layer was discarded and the aqueous layer acidified using a 1 M solution of HCIuntil pH acidic. The solution was then extracted with EtOAc (3x 30 mL). The combined organic layer was dried over Na2SO4 and concentrated in vacuo to leave 5-bromo<strong>[14190-59-1]thiazole-2-carboxylic acid</strong> (0.42 g, 2.0 mmol, 16%). LCMS: cal for [M+H] = 207.90, fd 208.0.
  • 3
  • [ 957346-62-2 ]
  • [ 871014-19-6 ]
  • tert-butyl ((trans)-3-(5-bromothiazole-2-carboxamido)cyclobutyl)carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20℃; for 1h;Inert atmosphere; Into a 100 mL round-bottom flask was placed 5-bromothiazole-2-carboxylic acid (300 mg, 1.41 mmol), N,N-dimethylformamide (5 mL), tert-butyl N-[(trans)-3- aminocyclobutyl]carbamate (270 mg, 1.42 mmol), N,N-diisopropylethylamine (560 mg, 4.33 mmol) and HATU (661 mg, 1.74 mmol). The resulting solution was stirred for 1 h at room temperature. The reaction mixture was poured into water (5 mL) and then extracted with ethyl acetate (3 x 10 mL). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was purified by prep-TLC (eluting with 1 : 1 ethyl acetate/petroleum ether) to afford tert-butyl ((trans)-3-(5-bromothiazole-2- carboxamido)cyclobutyl)carbamate as a yellow solid. LC-MS (ESI) m/z 320.0, 322.0 [M+H-tBu]+
  • 4
  • [ 957346-62-2 ]
  • [ 140645-24-5 ]
  • tert-butyl (S)-3-((5-bromothiazole-2-carboxamido)methyl)piperidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
513 mg With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; for 1h; To the solution of 5-bromothiazole-2-carboxylic acid (scheme 8-33 compound S1, 458 mg, 2.2mmol) and <strong>[140645-24-5]tert-butyl (S)-3-(aminomethyl)piperidine-1-carboxylate</strong> (scheme 8-33 compound S2, 429 mg, 2.0mmol) in DCM (15.0 mL) at 0 C, HATU (912 mg, 2.4mmol) was added, followed by addition of DIEA (3.6mmol). The mixture was stirred for 1 h. The volatiles were evaporated under reduced pressure. The residue was diluted with ethyl acetate (60mL) and washed with saturated NaHCO3, water and brine. The organic solution was dried over MgSO4. The solution was filtered and the filtrate was concentrated. The remaining material was purified to afford 513 mg of title product. LC (method A): tR = 2.30 min. LC/MS (EI) m/z: [M + H]+ 404.06, 406.09.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 957346-62-2 ]

Bromides

Chemical Structure| 1209458-91-2

A879073 [1209458-91-2]

Methyl 5-bromothiazole-2-carboxylate

Similarity: 0.91

Chemical Structure| 1202237-88-4

A582227 [1202237-88-4]

Ethyl 5-bromothiazole-2-carboxylate

Similarity: 0.88

Chemical Structure| 874509-45-2

A753137 [874509-45-2]

5-Bromo-4-methylthiazole-2-carboxylic acid

Similarity: 0.86

Chemical Structure| 911052-85-2

A261957 [911052-85-2]

(5-Bromothiazol-2-yl)methanol

Similarity: 0.85

Chemical Structure| 1806352-39-5

A892750 [1806352-39-5]

4,5-Dibromothiazole-2-carboxylic acid

Similarity: 0.84

Carboxylic Acids

Chemical Structure| 874509-45-2

A753137 [874509-45-2]

5-Bromo-4-methylthiazole-2-carboxylic acid

Similarity: 0.86

Chemical Structure| 1806352-39-5

A892750 [1806352-39-5]

4,5-Dibromothiazole-2-carboxylic acid

Similarity: 0.84

Related Parent Nucleus of
[ 957346-62-2 ]

Thiazoles

Chemical Structure| 1209458-91-2

A879073 [1209458-91-2]

Methyl 5-bromothiazole-2-carboxylate

Similarity: 0.91

Chemical Structure| 1202237-88-4

A582227 [1202237-88-4]

Ethyl 5-bromothiazole-2-carboxylate

Similarity: 0.88

Chemical Structure| 874509-45-2

A753137 [874509-45-2]

5-Bromo-4-methylthiazole-2-carboxylic acid

Similarity: 0.86

Chemical Structure| 911052-85-2

A261957 [911052-85-2]

(5-Bromothiazol-2-yl)methanol

Similarity: 0.85

Chemical Structure| 1806352-39-5

A892750 [1806352-39-5]

4,5-Dibromothiazole-2-carboxylic acid

Similarity: 0.84