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| 59997-51-2 Chemical Structure| 59997-51-2
Chemical Structure| 59997-51-2

4,4-Dimethyl-3-oxopentanenitrile

CAS No.: 59997-51-2

4.5 *For Research Use Only !

Cat. No.: A913304 Purity: 98%

Change View

Size Price

US Stock

Global Stock

In Stock
25g łÇó¶ÊÊ Inquiry Inquiry
100g ł§ď¶ÊÊ Inquiry Inquiry
500g łòò¶ÊÊ Inquiry Inquiry

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

  • 25g

    łÇó¶ÊÊ

  • 100g

    ł§ď¶ÊÊ

  • 500g

    łòò¶ÊÊ

In Stock

- +

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

  • 1-2 Day Shipping
  • High Quality
  • Technical Support Online Technical Q&A
Product Citations

Alternative Products

Product Details of [ 59997-51-2 ]

CAS No. :59997-51-2
Formula : C7H11NO
M.W : 125.17
SMILES Code : CC(C)(C)C(CC#N)=O
MDL No. :MFCD00010208
InChI Key :MXZMACXOMZKYHJ-UHFFFAOYSA-N
Pubchem ID :108871

Safety of [ 59997-51-2 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301
Precautionary Statements:P264-P270-P301+P310+P330-P405-P501
Class:6.1
UN#:3439
Packing Group:

Calculated chemistry of [ 59997-51-2 ] Show Less

Physicochemical Properties

Num. heavy atoms 9
Num. arom. heavy atoms 0
Fraction Csp3 0.71
Num. rotatable bonds 2
Num. H-bond acceptors 2.0
Num. H-bond donors 0.0
Molar Refractivity 35.45
TPSA ?

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

40.86 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.3
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

1.24
Log Po/w (WLOGP)?

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

1.52
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.

0.71
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

1.15
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.18

Water Solubility

Log S (ESOL):?

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

-1.27
Solubility 6.8 mg/ml ; 0.0543 mol/l
Class?

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

Very soluble
Log S (Ali)?

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

-1.7
Solubility 2.52 mg/ml ; 0.0201 mol/l
Class?

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

Very 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

-1.49
Solubility 4.08 mg/ml ; 0.0326 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

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.

-6.18 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

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)

1.42

Application In Synthesis [ 59997-51-2 ]

* 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.

  • Upstream synthesis route of [ 59997-51-2 ]
  • Downstream synthetic route of [ 59997-51-2 ]

[ 59997-51-2 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 59997-51-2 ]
  • [ 637-04-7 ]
  • [ 898537-77-4 ]
YieldReaction ConditionsOperation in experiment
90% at 80℃; General procedure: A solution of the corresponding substituted phenylhydrazine hydrochloride (1 equiv.) and pivaloylacetonitrile (1.2 equiv.) was stirred overnight at 80 °C in ethanol. The solution was extracted with EtOAc. The organic layer was washed with water and brine, dried (MgSO4), filtered, and evaporated to dryness.#10;#10;
79% With hydrogenchloride In ethanol for 48 h; Reflux General procedure: A solution of 4-tolyllhydrazine hydrochloride(5.20 g, 33 mmol) and pentylacyl acetonitrile (3.75 g, 30 mmol) in 0.4 M ethanolic solution of HCl(100 mL) was heated under reflux during 48 h. After cooling to room temperature, 1M NaOH wasadded to the mixture until the pH reached 10–11. The mixture was partitioned between water and ethylacetate. The water phase was extracted twice with dichloromethane. The organic phases werecombined and washed with water and brine, then dried with Na2SO4. Evaporation of the solvent invacuo afforded the crude product, which was subjected to recrystallization from ethyl acetate andpetroleum ether to produce compound 25a as a white solid (5.88 g, 86percent yield).
References: [1] Molecules, 2016, vol. 21, # 5, .
[2] Molecules, 2014, vol. 19, # 2, p. 2004 - 2028.
[3] Journal of Medicinal Chemistry, 2002, vol. 45, # 14, p. 2994 - 3008.
[4] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013, vol. 52, # 6, p. 818 - 823.
  • 2
  • [ 59997-51-2 ]
  • [ 536-89-0 ]
  • [ 898537-77-4 ]
References: [1] Journal of Medicinal Chemistry, 2009, vol. 52, # 13, p. 3915 - 3926.
[2] Journal of the American Chemical Society, 2009, vol. 131, # 37, p. 13286 - 13296.
[3] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 6, p. 1772 - 1777.
[4] Patent: US2009/131437, 2009, A1, . Location in patent: Page/Page column 21.
[5] MedChemComm, 2016, vol. 7, # 7, p. 1421 - 1428.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 59997-51-2 ]

Aliphatic Chain Hydrocarbons

Chemical Structure| 29509-06-6

A456975 [29509-06-6]

4-Methyl-3-oxopentanenitrile

Similarity: 0.95

Chemical Structure| 37719-02-1

A101269 [37719-02-1]

2,2-Dimethyl-3-oxobutanenitrile

Similarity: 0.91

Chemical Structure| 2469-99-0

A252683 [2469-99-0]

3-Oxobutanenitrile

Similarity: 0.76

Chemical Structure| 5722-11-2

A415011 [5722-11-2]

2,2-Dimethylcyclopropanecarbonitrile

Similarity: 0.57

Chemical Structure| 13706-86-0

A715161 [13706-86-0]

5-Methylhexane-2,3-dione

Similarity: 0.54

Ketones

Chemical Structure| 29509-06-6

A456975 [29509-06-6]

4-Methyl-3-oxopentanenitrile

Similarity: 0.95

Chemical Structure| 37719-02-1

A101269 [37719-02-1]

2,2-Dimethyl-3-oxobutanenitrile

Similarity: 0.91

Chemical Structure| 118431-88-2

A237863 [118431-88-2]

3-Cyclopropyl-3-oxopropanenitrile

Similarity: 0.87

Chemical Structure| 2941-29-9

A227664 [2941-29-9]

Cyclopentanone-2-carbonitrile

Similarity: 0.83

Chemical Structure| 2469-99-0

A252683 [2469-99-0]

3-Oxobutanenitrile

Similarity: 0.76

Nitriles

Chemical Structure| 29509-06-6

A456975 [29509-06-6]

4-Methyl-3-oxopentanenitrile

Similarity: 0.95

Chemical Structure| 37719-02-1

A101269 [37719-02-1]

2,2-Dimethyl-3-oxobutanenitrile

Similarity: 0.91

Chemical Structure| 118431-88-2

A237863 [118431-88-2]

3-Cyclopropyl-3-oxopropanenitrile

Similarity: 0.87

Chemical Structure| 2941-29-9

A227664 [2941-29-9]

Cyclopentanone-2-carbonitrile

Similarity: 0.83

Chemical Structure| 2469-99-0

A252683 [2469-99-0]

3-Oxobutanenitrile

Similarity: 0.76