Home Cart Sign in  
Chemical Structure| 937047-04-6 Chemical Structure| 937047-04-6

Structure of 937047-04-6

Chemical Structure| 937047-04-6

*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 [ 937047-04-6 ]

CAS No. :937047-04-6
Formula : C10H12BrN3O2
M.W : 286.13
SMILES Code : O=C(OC(C)(C)C)NN1C(C#N)=CC(Br)=C1
MDL No. :MFCD15142762
InChI Key :SIUZUFSQLYFQRR-UHFFFAOYSA-N
Pubchem ID :57955231

Safety of [ 937047-04-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H332
Precautionary Statements:P280

Computational Chemistry of [ 937047-04-6 ] Show Less

Physicochemical Properties

Num. heavy atoms 16
Num. arom. heavy atoms 5
Fraction Csp3 0.4
Num. rotatable bonds 4
Num. H-bond acceptors 3.0
Num. H-bond donors 1.0
Molar Refractivity 62.83
TPSA ?

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

67.05 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

2.73
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

2.96
Log Po/w (WLOGP)?

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

2.41
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.

1.48
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

0.87
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.09

Water Solubility

Log S (ESOL):?

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

-3.45
Solubility 0.102 mg/ml ; 0.000358 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.

-4.03
Solubility 0.0267 mg/ml ; 0.0000931 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

-2.67
Solubility 0.616 mg/ml ; 0.00215 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

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.

-5.94 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<0.0
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)

2.98

Application In Synthesis of [ 937047-04-6 ]

* 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 [ 937047-04-6 ]

[ 937047-04-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 937046-96-3 ]
  • [ 937047-04-6 ]
YieldReaction ConditionsOperation in experiment
98% With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In acetonitrile; at -30 - 20℃; for 2h; A IL, 3-neck RB flask was fitted with a mechanical stirrer, nitrogen inlet, thermocouple/JKEM thermocontroller, and a dry-ice acetonitrile cooling. 2-Cyano-pyrrol- l-yl)-carbamic acid, tert-butyl ester (2Og, 96.5 mmol) was added and dissolved in 350 inL acetonitrile. The resulting solution and cooled to below -30 0C. l,3-Dibromo-5,5- dimethylhydantoin (13.79g, 48.26 mmol) was added as a solid, and the reaction was allowed to warm to rt over 2h. Analysis by RP-HPLC at 2h indicated that about 10% starting material remained. The reaction was cooled again to below -30 0C and treated with additional l,3-dibromo-5,5-dimethylhydantoin (1.3 g, 4.8 mmol). The reaction was allowed to warm slowly to rt over 3h. Once RP-HPLC indicated that all starting material had been consumed, the reaction was diluted with 500 mL EtOAc and transferred to a separatory funnel. The organic was washed with IN sodium carbonate, water and brine and then dried with sodium sulfate. Filtration of the organic layer thru silica gel removed much of the colored impurities. Evaporation of the solvent under vacuum provided a reddish oil, which provided orange-brown crystals of the desired product upon seeding (27.16g, 98% yield). This material proved to be only about 90% pure by 1H -NMR. 1H-NMR (DMSO): delta 10.95 (bs, IH), 7.61 (d, IH, J = 2.0 Hz), 7.16 (d, IH, J = 2 Hz), 1.44 (s, 9H, J = 4.4, 1.7 Hz).
98% With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In acetonitrile; at -30 - 20℃; for 5h;Cooling with acetone-dry ice; A 1 L, 3-neck RB flask was fitted with a mechanical stirrer, nitrogen inlet, thermocouple and thermocontroller, and dry-ice acetonitrile cooling. 2-Cyano-pyrrol-1-yl-carbamic acid, ferf-butyl ester (20 g, 96.5 mmol) was added and dissolved in 350 ml_ acetonitrile and cooled to below -30 0C. 1 ,3-Dibromo-5,5-dimethylhydantoin (13.79 g, 48.26 mmol) was added as a solid, and the reaction was allowed to warm to rt over 2h. Analysis by RP- HPLC at 2h indicated that about 10% starting material remained. The reaction was cooled again to below -30 0C and treated with additional 1 ,3-dibromo-5,5- dimethylhydantoin (1.3 g, 4.8 mmol). The reaction was allowed to warm slowly to rt over 3h. The reaction was diluted with 500 mL EtOAc and transferred to a separatory funnel. The organic layer was washed with 1 N aq sodium carbonate, water and brine and then dried with sodium sulfate. Filtration of the organic layer through silica gel removed much of the colored impurities. Evaporation of the solvent under vacuum provided reddish oil, which provided orange-brown crystals of the desired product upon seeding (27.16 g, 98%). 1H-NMR (DMSO): delta 10.95 (bs, 1 H), 7.61 (d, 1H, J= 2.0 Hz), 7.16 (d, 1H, J= 2 Hz), 1.44 (s, 9H, J= 4.4, 1.7 Hz). MS: LC/MS (+esi), m/z= [M+H].
In acetonitrile; at -30 - 20℃;Inert atmosphere; Example 3 : tert-butyl (4-bromo-2-cyano-lH-pyrrol-l-yl)carbamateUnder an atmosphere of nitrogen, a solution of the compound (27Og) prepared in Example 2 in acetonitrile was added into a flask and was cooled to -3O0C. l,3-Dibromo-5,5- dimethylimidazolidine-2,4-dione (205g) was added into the solution then the bath was removed and the reaction was allowed to warm to room temperature. The solution was added into water. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed in saturated sodium chloride aqueous solution, were dried over anhydrous sodium sulfate and solvent removed under reduced pressure. The residue was purified by column chromatography on silica gel (hexane: ethyl acetate = 9:1 - » 5:1) to obtain the title compound (423g) having the following physical data as a yellow oily matter. TLC: Rf 0.44 (hexane : ethyl acetate = 3:1);1HNMR (300 MHz, CDCl3) delta ppm 1.52 (s, 9 H) 6.78 (dd, J=I.8, 0.6 Hz, 1 H) 6.92 (dd, J=I.8, 0.6 Hz, I H) 7.31 (s, l H).
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 937047-04-6 ]

Bromides

Chemical Structure| 877264-77-2

A504566 [877264-77-2]

tert-Butyl 6-bromo-1H-indazole-1-carboxylate

Similarity: 0.55

Chemical Structure| 1092352-37-8

A110374 [1092352-37-8]

tert-Butyl 7-bromo-1H-indazole-1-carboxylate

Similarity: 0.55

Chemical Structure| 78839-75-5

A114188 [78839-75-5]

tert-Butyl (2-bromophenyl)carbamate

Similarity: 0.53

Chemical Structure| 1196154-25-2

A246976 [1196154-25-2]

tert-Butyl 3-bromo-6,7-dihydropyrazolo[1,5-a]pyrazine-5(4H)-carboxylate

Similarity: 0.52

Chemical Structure| 775305-12-9

A105875 [775305-12-9]

1-Boc-3-Bromo-2-methylindole

Similarity: 0.52

Amides

Chemical Structure| 937046-96-3

A199211 [937046-96-3]

tert-Butyl (2-cyano-1H-pyrrol-1-yl)carbamate

Similarity: 0.86

Chemical Structure| 877264-77-2

A504566 [877264-77-2]

tert-Butyl 6-bromo-1H-indazole-1-carboxylate

Similarity: 0.55

Chemical Structure| 1092352-37-8

A110374 [1092352-37-8]

tert-Butyl 7-bromo-1H-indazole-1-carboxylate

Similarity: 0.55

Chemical Structure| 78839-75-5

A114188 [78839-75-5]

tert-Butyl (2-bromophenyl)carbamate

Similarity: 0.53

Chemical Structure| 1196154-25-2

A246976 [1196154-25-2]

tert-Butyl 3-bromo-6,7-dihydropyrazolo[1,5-a]pyrazine-5(4H)-carboxylate

Similarity: 0.52

Hydrazides

Chemical Structure| 937046-96-3

A199211 [937046-96-3]

tert-Butyl (2-cyano-1H-pyrrol-1-yl)carbamate

Similarity: 0.86

Chemical Structure| 156899-02-4

A165551 [156899-02-4]

3-(2-(tert-Butoxycarbonyl)hydrazinyl)benzoic acid

Similarity: 0.52

Amines

Chemical Structure| 937046-96-3

A199211 [937046-96-3]

tert-Butyl (2-cyano-1H-pyrrol-1-yl)carbamate

Similarity: 0.86

Chemical Structure| 78839-75-5

A114188 [78839-75-5]

tert-Butyl (2-bromophenyl)carbamate

Similarity: 0.53

Chemical Structure| 156899-02-4

A165551 [156899-02-4]

3-(2-(tert-Butoxycarbonyl)hydrazinyl)benzoic acid

Similarity: 0.52

Chemical Structure| 885275-14-9

A126969 [885275-14-9]

3-Boc-Amino-4-bromopyridine

Similarity: 0.51

Chemical Structure| 219503-81-8

A557949 [219503-81-8]

tert-Butyl 6-amino-1H-indazole-1-carboxylate

Similarity: 0.50

Hydrazines

Chemical Structure| 937046-96-3

A199211 [937046-96-3]

tert-Butyl (2-cyano-1H-pyrrol-1-yl)carbamate

Similarity: 0.86

Chemical Structure| 156899-02-4

A165551 [156899-02-4]

3-(2-(tert-Butoxycarbonyl)hydrazinyl)benzoic acid

Similarity: 0.52

Nitriles

Chemical Structure| 937046-96-3

A199211 [937046-96-3]

tert-Butyl (2-cyano-1H-pyrrol-1-yl)carbamate

Similarity: 0.86

Chemical Structure| 791846-40-7

A135822 [791846-40-7]

tert-Butyl 4-(4-bromo-2-cyanophenyl)piperazine-1-carboxylate

Similarity: 0.51

Related Parent Nucleus of
[ 937047-04-6 ]

Pyrroles

Chemical Structure| 937046-96-3

A199211 [937046-96-3]

tert-Butyl (2-cyano-1H-pyrrol-1-yl)carbamate

Similarity: 0.86