Home Cart Sign in  
Chemical Structure| 5807-30-7 Chemical Structure| 5807-30-7

Structure of 5807-30-7

Chemical Structure| 5807-30-7

*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 [ 5807-30-7 ]

CAS No. :5807-30-7
Formula : C8H6Cl2O2
M.W : 205.04
SMILES Code : C1=C(C=CC(=C1Cl)Cl)CC(O)=O
MDL No. :MFCD00004333
InChI Key :ZOUPGSMSNQLUNW-UHFFFAOYSA-N
Pubchem ID :79874

Safety of [ 5807-30-7 ]

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

Computational Chemistry of [ 5807-30-7 ] Show Less

Physicochemical Properties

Num. heavy atoms 12
Num. arom. heavy atoms 6
Fraction Csp3 0.12
Num. rotatable bonds 2
Num. H-bond acceptors 2.0
Num. H-bond donors 1.0
Molar Refractivity 48.01
TPSA ?

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

37.3 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.72
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

3.09
Log Po/w (WLOGP)?

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

2.62
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.

2.82
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

2.83
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.62

Water Solubility

Log S (ESOL):?

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

-3.3
Solubility 0.104 mg/ml ; 0.000506 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.

-3.54
Solubility 0.059 mg/ml ; 0.000288 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

-3.41
Solubility 0.079 mg/ml ; 0.000385 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

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.

-5.36 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.

0.56

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)

1.36

Application In Synthesis of [ 5807-30-7 ]

* 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 [ 5807-30-7 ]

[ 5807-30-7 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 5807-30-7 ]
  • [ 35364-79-5 ]
YieldReaction ConditionsOperation in experiment
95% With lithium aluminium tetrahydride; In tetrahydrofuran; at 20℃; for 5h; To an ice-cold solution of 2-(3,4-dichlorophenyl)acetic acid (19.36 g, 94.42 mmol) in THF (200 mL) was added portionwise 97% LiAlH4 (5.54 g, 141.63 mmol). After the addition, the mixture was stirred at room temperature for 5 h. The resulting mixture was poured into ice-water (150 mL), and stirred for 0.5 h. The THF was removed under reduced pressure, then DCM (200 mL) was added. The organic layer was separated, washed with brine, dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (EtOAc/hexane = 1/5, V/V) to compound 6 as colourless oil (17.14 mg, 95%).
89% With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20℃; for 2h; A solution of LAH (69 mg, 1.8 mmol) in anhydrous THF was added dropwise to a solution of 2-(3,4-dichlorophenyl)acetic acid (250 mg, 1.2 mmol) in anhydrous THF at 0 C. The reaction mixture was stirred at room temperature for 2 h. Then cooled to 0 C, it was quenched with water and extracted with EA. The residue was dried over sodium sulfate and concentrated in vacuo. The desired compound (207 mg) was obtained. (yield : 89 %)1H NMR (400 MHz, CDCl3) delta 7.40 (d, J = 8.0 Hz, 1H), 7.37 (s, 1H), 7.10 (dd, J = 8.0, 2.0 Hz, 1H), 3.89 (t, J = 6.4 Hz, 2H), 2.85 (t, J = 6.4 Hz, 2H).
With lithium aluminium tetrahydride; In diethyl ether; for 12h;Heating / reflux; 3,4-Dichlorophenethyl alcohol: To a solution of lithium aluminum hydride (7.79 g, 195 mmol) in anhydrous diethyl ether (435 mL) was added slowly as a powder, via a solid dropping funnel, 3,4-dichlorophenyl acetic acid (27.20 g, 130 mmol). When the addition was completed, the reaction mixture was refluxed for 12 hours. The reaction was quenched by cautious addition of saturated sodium sulfate aqueous solution (20 mL), the resulting insoluble was then filtered off and the filtrate was concentrated in vacuo to yield 25.09 g of the desired alcohol.
  • 2
  • [ 5807-30-7 ]
  • [ 138356-55-5 ]
  • [ 138356-64-6 ]
  • 3
  • [ 5807-30-7 ]
  • [ 62037-46-1 ]
  • FNL-0010 [ No CAS ]
YieldReaction ConditionsOperation in experiment
General procedure: [0445] Certain compounds disclosed herein with an amide moiety, without a triazole moiety, were synthesized according to the above scheme, over two steps. In the first step, <strong>[62037-46-1]1- amino-3-chloropropan-2-ol hydrochloride</strong> was combined with R-COOH, 1-ethyl-3-(3- dimethylaminopropyl)carbodiimide hydrochloride (EDC.HCl), hydroxybenzotriazole hydrate (HOBt.H2O), triethylamine (Et3N), and dichloromethane (DCM), and the mixture stirred at room temperature for 18 h. In the second step, the product from the first step was reacted with NaOH (1N) and acetone at room temperature for 30 minutes to produce the final compound comprising an amide moiety, without a triazole.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 5807-30-7 ]

Aryls

Chemical Structure| 1878-66-6

A119312 [1878-66-6]

2-(4-Chlorophenyl)acetic acid

Similarity: 0.95

Chemical Structure| 1878-65-5

A374833 [1878-65-5]

3-Chlorophenylacetic acid

Similarity: 0.95

Chemical Structure| 51719-65-4

A101831 [51719-65-4]

2-(3,5-Dichlorophenyl)acetic acid

Similarity: 0.91

Chemical Structure| 2444-36-2

A326510 [2444-36-2]

2-Chlorophenylacetic acid

Similarity: 0.91

Chemical Structure| 6725-44-6

A113689 [6725-44-6]

Methyl 2-(3,4-dichlorophenyl)acetate

Similarity: 0.89

Chlorides

Chemical Structure| 1878-66-6

A119312 [1878-66-6]

2-(4-Chlorophenyl)acetic acid

Similarity: 0.95

Chemical Structure| 1878-65-5

A374833 [1878-65-5]

3-Chlorophenylacetic acid

Similarity: 0.95

Chemical Structure| 51719-65-4

A101831 [51719-65-4]

2-(3,5-Dichlorophenyl)acetic acid

Similarity: 0.91

Chemical Structure| 2444-36-2

A326510 [2444-36-2]

2-Chlorophenylacetic acid

Similarity: 0.91

Chemical Structure| 6725-44-6

A113689 [6725-44-6]

Methyl 2-(3,4-dichlorophenyl)acetate

Similarity: 0.89

Carboxylic Acids

Chemical Structure| 1878-66-6

A119312 [1878-66-6]

2-(4-Chlorophenyl)acetic acid

Similarity: 0.95

Chemical Structure| 1878-65-5

A374833 [1878-65-5]

3-Chlorophenylacetic acid

Similarity: 0.95

Chemical Structure| 51719-65-4

A101831 [51719-65-4]

2-(3,5-Dichlorophenyl)acetic acid

Similarity: 0.91

Chemical Structure| 2444-36-2

A326510 [2444-36-2]

2-Chlorophenylacetic acid

Similarity: 0.91

Chemical Structure| 2019-34-3

A240974 [2019-34-3]

3-(4-Chlorophenyl)propanoic acid

Similarity: 0.88