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| 10320-42-0 Chemical Structure| 10320-42-0

Structure of 10320-42-0

Chemical Structure| 10320-42-0

*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 [ 10320-42-0 ]

CAS No. :10320-42-0
Formula : C4H2ClN3O2
M.W : 159.53
SMILES Code : C1=C(C=NC(=N1)Cl)[N+]([O-])=O
MDL No. :MFCD04117995
InChI Key :OFCBNMYNAHUDGE-UHFFFAOYSA-N
Pubchem ID :82544

Safety of [ 10320-42-0 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H315-H317-H318-H335
Precautionary Statements:P261-P264-P270-P271-P272-P280-P301+P312+P330-P302+P352-P304+P340+P312-P305+P351+P338+P310-P333+P313-P403+P233-P405-P501
Class:9
UN#:3335
Packing Group:

Computational Chemistry of [ 10320-42-0 ] Show Less

Physicochemical Properties

Num. heavy atoms 10
Num. arom. heavy atoms 6
Fraction Csp3 0.0
Num. rotatable bonds 1
Num. H-bond acceptors 4.0
Num. H-bond donors 0.0
Molar Refractivity 35.86
TPSA ?

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

71.6 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

0.94
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

0.99
Log Po/w (WLOGP)?

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

1.04
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.

-0.94
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

-0.41
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.32

Water Solubility

Log S (ESOL):?

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

-1.83
Solubility 2.36 mg/ml ; 0.0148 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.

-2.08
Solubility 1.32 mg/ml ; 0.00828 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

-1.64
Solubility 3.67 mg/ml ; 0.023 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.

-6.57 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

2.0
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

2.0 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)

1.93

Application In Synthesis of [ 10320-42-0 ]

* 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 [ 10320-42-0 ]

[ 10320-42-0 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 10320-42-0 ]
  • [ 124-41-4 ]
  • [ 14001-69-5 ]
YieldReaction ConditionsOperation in experiment
75% In methanol; for 1h;Reflux; Example 40Synthesis of 4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-N-(2-methoxy-5-pyrimidinyl)-6-(4-morpholinyl)-1,3,5-triazin-2-amineThe compound was synthesized according to Method A.To a solution of sodium methoxide (0.090 g of sodium) in MeOH (12 mL) was added 0.486 g (3.03 mmol) of 2-chloro-5-nitropyrimidine, and the mixture was heated under reflux for 1 hr. After cooling, the mixture was concentrated in vacuo, extracted with EtOAc, and washed with water. The aqueous layer was extracted with CHCl3 and the combined organic layers were dried (Na2SO4), and concentrated, to give 0.347 g (75% yield) of 2-methoxy-5-nitropyrimidine as a yellow powder: 1H NMR (CDCl3) delta9.31 (s, 2H), 4.17 (s, 3H); LCMS (APCI+) m/z: 156 (MH+, 100%).To 0.342 g (2.20 mmol) of the above nitro compound in MeOH (20 mL) was added 0.30 g of 10% Pd/C and the mixture was stirred under hydrogen (25 in/Hg) for 18 hrs. The reaction mixture was filtered through celite, and concentrated, to give 0.274 g (100% yield) of 5-amino-2-methoxypyrimidine as a colorless oil: 1H NMR (DMSO-d6) delta 8.05 (s, 2H), 3.94 (s, 3H); LCMS (APCI+) m/z: 126 (MH+, 100%).To 0.274 g (2.19 mmol) of the above amino compound in THF (3 mL) was added 1.25 mL of NaHMDS (2 M solution in THF) and the mixture was stirred for 10 min. A solution of 0.31 g (0.78 mmol) of 1-[4-chloro-6-(4-morpholinyl)-1,3,5-triazin-2-yl]-2-(difluoromethyl)-4-methoxy-1H-benzimidazole in THF (5 mL) was added and the resulting mixture was stirred for 90 min. The reaction mixture was neutralized with acetic acid, diluted with water, and extracted with EtOAc. The organic layer was washed with water and aq. NH3, dried, and concentrated. Recrystallization from EtOH/CH2Cl2 gave 0.098 g (26% yield) of 4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-N-(2-methoxy-5-pyrimidinyl)-6-(4-morpholinyl)-1,3,5-triazin-2-amine: mp 255-258 C.; 1H NMR (DMSO-d6) 810.07 (s, 1H), 8.88-8.74 (m, 2H), 8.15-7.42 (m, 3H), 6.97 (d, J=8.0 Hz, 1H), 3.98 (s, 3H), 3.93 (s, 3H), 3.82-3.72 (m, 8H); Anal. Calcd. for C21H21F2N6O3: C, 52.0; H, 4.4; N, 26.0. Found: C, 52.1; H, 4.5; N, 26.0%.
  • 2
  • [ 10320-42-0 ]
  • [ 886499-93-0 ]
  • 2-({4-bromo-3-[(trifluoromethyl)oxy]phenyl}oxy)-5-nitropyrimidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In N,N-dimethyl-formamide; at 20.0℃; for 2.0h; Intermediate 162 To a solution of 4-bromo-3-[(trifluoromethyl)oxy]phenol (257 mg, 1.0 mmol) in dry DMF (4 mL) potassium carbonate (276 mg, 2 mmol) and then 2-chloro-5-nitropyrimidine (319 mg, 2.0 mmol) were added and the reaction mixture was stirred for 2 hours at r.t. The reaction was quenched with water (1 mL), diluted with brine (5 mL) and extracted with ethyl acetate (2x15mL). The organic layer was dried (Na2S04), filtered and evaporated to give crude 2-({4-bromo-3- [(trifluoromethyl)oxy]phenyl}oxy)-5-nitropyrimidine. This crude was dissolved in THF/water (2: 1 ) (6 mL) and Iron (279 mg, 5 mmol) and NH4CI (267,5 mg, 5 mmol) were added and the reaction mixture was stirred overnight at r.t. The solid was filtered off and the solution was diluted with an aqueous saturated solution of NaHC03 (5 mL) and extracted with ethyl acetate (2x20mL). The organic layer was dried (Na2S04), filtered and evaporated and the residue was purified by flash chromatography on silica gel (SNAP 25 g) eluting from 75:25 to 40:60 cyclohexane/ethyl acetate to afford the title compound (280 mg) as light yellow solid.H-NMR (400 MHz, DMSO-c/6): δ ppm 8.00 (2H, s), 7.81 (1 H, d), 7.34 - 7.40 (1 H, m), 7.14 (1 H, dd), 5.37 (2H, br. s.); UPLCjpqc: 1.02 min, 350 [M]+ Br pattern.
  • 3
  • [ 10320-42-0 ]
  • [ 1023595-19-8 ]
  • tert-butyl 2-(5-nitropyrimidin-2-yl)-2,9-diazaspiro[5.5]undecane-9-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); XPhos; In 1,4-dioxane; at 85℃; for 12h; Step A: tert-butyl-2-(5-nitropyrimidin-2-yl)-2,9-diazaspiro[5 .Slundecane-9-carboxylate: Astirred solution of 2-chloro-5-nitropyrimidine (0.1 g, 0.6 mmol), <strong>[1023595-19-8]tert-butyl 2,9-diazaspiro[5.5]undecane-9-carboxylate</strong> (0.1 g, 0.6 mmol), Pd2dba3 (0.02 g, 0.02 mmol), XPhos (0.04 g, 0.09 mmol), and K3P04(0.2 g, 1.1 mmol) in dioxane (17 mL) were heated to 85C for 12 h. The solution was diluted with H20 and stirred vigorously. The organic layer was removed, dried over Mg504, filtered, concentrated and purified using a 50 g Biotage SNAP cartridge (10-60%EtOAc:hexanes). LCMS: m/z 378.07 (M+H).
  • 4
  • [ 10320-42-0 ]
  • [ 42726-73-8 ]
  • C12H15N3O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
60.37% Synthesis of compound 114.2. A solution of Malonic ester (5.2g, 30.0mmol, 1.2eq.) in THF (60mL) was cooled at 0°C and NaH (60percent in oil) (2.3g, 57.0mmol, 2.3 eq) was added slowly at 0°C. Reaction mixture was stirred for 30 minutes at room temperature. A solution of 114.1 (4.0g, 25.0 mmol, l .Oeq) in THF (60mL), was added slowly and reaction mixture was stirred for 30 min at 0-5°C. After completion of the reaction, mixture was poured into cold water and extracted using EtOAc (50ml x2). Organic layer was dried over sodium sulfate and concentrated under reduced pressure. Crude was purified by flash column chromatography to afford 114.2 5.5g, 60.37percent). MS (ES): m/z 297.3 [M+H]+
  • 5
  • [ 10320-42-0 ]
  • [ 26807-73-8 ]
  • 1-benzyl-N-(5-nitropyrimidin-2-yl)-1H-indole-5-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% In acetonitrile;Inert atmosphere; The first step: a vacuum 50mL reaction bottle was vacuumed three times, then added <strong>[26807-73-8]1-benzyl-1H-indole-5-amine</strong> (222mg, 1.0mmol, 1.0equiv) to the reaction jar, added 10.0 mL of the dried acetonitrile was stirred until <strong>[26807-73-8]1-benzyl-1H-indole-5-amine</strong> was completely dissolved, and then 2-chloro-5-nitropyrimidine (0.1593 g, 1.0 mmol, was added to the reaction flask).1.0equiv). The entire mixture was reacted under nitrogen pressure for 4-5 hours. The reaction is detected by TLC to detect the progress of the reaction.The reaction can be stopped by the complete reaction of the aniline. The experimental treatment is to drain the solution in the reaction; the reaction is carried out with ethyl acetate.The solute in the jar was dissolved and transferred to a 100 mL round bottom flask. 2 mL (200-300 mesh) of silicon was added to the round bottom flask.The gel was spin-dried (petroleum ether and ethyl acetate) over silica gel on a column. Wait until the intermediate product is pale yellow crystal 1-benzyl-N-(5-nitropyrimidinePyridin-2-yl)-1H-indole-5-amine (276 mg, 80% yield).
  • 6
  • [ 10320-42-0 ]
  • [ 1364890-61-8 ]
  • [2-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]pyrimidin-5-yl]azinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
87.4% With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20.0℃; for 0.5h; 2-Chloro-5-Nitropyrimidine (87 mg, 0.55 mmol) was added to a solution (2R)-2-(3- fluorophenyl)pyrrolidine hydrochloride (100 mg, 0.50 mmol) in tetrahydrofuran (10 ml_). To this mixture was added diisopropylethylamine (0.4 ml_).The resulting reaction mixture was stirred at room temperature for 30 min. The reaction mixture was concentrated to dryness under reduced pressure. The crude product suspended in small amount of methanol, crystallisation occurs. Formed crystals was collected by filtration to give the title compound as a white solid. (125 mg, 87.4%). 1H NMR(300 MHz, Chloroform-d) d 9.13 (d, J = 3.3 Hz, 1H), 8.94 (d, J = 3.3 Hz, 1H), 7.32 - 7.21 (m, 1H), 6.98 - 6.87 (m, 2H), 6.86 - 6.77 (m, 1H), 5.44 -5.36 (m, 1H), 4.08 - 3.92 (m, 1H), 3.95 - 3.79 (m, 1H), 2.56 - 2.35 (m, 1H), 2.16 - 1.98 (m, 3H). LCMS : m/z 289.10 [M + H+].
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 10320-42-0 ]

Chlorides

Chemical Structure| 49845-33-2

A190186 [49845-33-2]

2,4-Dichloro-5-nitropyrimidine

Similarity: 0.81

Chemical Structure| 13162-26-0

A185223 [13162-26-0]

2,4-Dichloro-6-methyl-5-nitropyrimidine

Similarity: 0.74

Chemical Structure| 890094-38-9

A337128 [890094-38-9]

2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine

Similarity: 0.74

Chemical Structure| 56621-90-0

A200494 [56621-90-0]

5-Amino-2-chloropyrimidine

Similarity: 0.74

Chemical Structure| 1445894-94-9

A206180 [1445894-94-9]

2-Chloro-4-isopropoxy-5-nitropyrimidine

Similarity: 0.71

Nitroes

Chemical Structure| 49845-33-2

A190186 [49845-33-2]

2,4-Dichloro-5-nitropyrimidine

Similarity: 0.81

Chemical Structure| 3073-77-6

A149181 [3073-77-6]

2-Amino-5-nitropyrimidine

Similarity: 0.75

Chemical Structure| 13162-26-0

A185223 [13162-26-0]

2,4-Dichloro-6-methyl-5-nitropyrimidine

Similarity: 0.74

Chemical Structure| 890094-38-9

A337128 [890094-38-9]

2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine

Similarity: 0.74

Chemical Structure| 1210824-80-8

A517869 [1210824-80-8]

2-Bromo-5-nitropyrimidine

Similarity: 0.72

Related Parent Nucleus of
[ 10320-42-0 ]

Pyrimidines

Chemical Structure| 49845-33-2

A190186 [49845-33-2]

2,4-Dichloro-5-nitropyrimidine

Similarity: 0.81

Chemical Structure| 3073-77-6

A149181 [3073-77-6]

2-Amino-5-nitropyrimidine

Similarity: 0.75

Chemical Structure| 13162-26-0

A185223 [13162-26-0]

2,4-Dichloro-6-methyl-5-nitropyrimidine

Similarity: 0.74

Chemical Structure| 890094-38-9

A337128 [890094-38-9]

2-Chloro-N-isopropyl-5-nitropyrimidin-4-amine

Similarity: 0.74

Chemical Structure| 56621-90-0

A200494 [56621-90-0]

5-Amino-2-chloropyrimidine

Similarity: 0.74