Home Cart Sign in  
Chemical Structure| 331-64-6 Chemical Structure| 331-64-6

Structure of 331-64-6

Chemical Structure| 331-64-6

2-Fluoro-4-methoxybenzaldehyde

CAS No.: 331-64-6

4.5 *For Research Use Only !

Cat. No.: A299708 Purity: 95%

Change View

Size Price

US Stock

Global Stock

In Stock
1g łÇʶÊÊ Inquiry Inquiry
5g łÇò¶ÊÊ Inquiry Inquiry
10g łËď¶ÊÊ Inquiry Inquiry
25g łÿî¶ÊÊ Inquiry Inquiry
100g łËÇî¶ÊÊ Inquiry Inquiry
500g łó˧¶ÊÊ Inquiry Inquiry

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

  • 1g

    łÇʶÊÊ

  • 5g

    łÇò¶ÊÊ

  • 10g

    łËď¶ÊÊ

  • 25g

    łÿî¶ÊÊ

  • 100g

    łËÇî¶ÊÊ

  • 500g

    łó˧¶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
Product Citations

Alternative Products

Product Details of [ 331-64-6 ]

CAS No. :331-64-6
Formula : C8H7FO2
M.W : 154.14
SMILES Code : C1=C(C=CC(=C1F)C=O)OC
MDL No. :MFCD00236679
InChI Key :UNWQNFJBBWXFBG-UHFFFAOYSA-N
Pubchem ID :2734873

Safety of [ 331-64-6 ]

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

Computational Chemistry of [ 331-64-6 ] Show Less

Physicochemical Properties

Num. heavy atoms 11
Num. arom. heavy atoms 6
Fraction Csp3 0.12
Num. rotatable bonds 2
Num. H-bond acceptors 3.0
Num. H-bond donors 0.0
Molar Refractivity 38.28
TPSA ?

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

26.3 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

1.82
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

2.04
Log Po/w (WLOGP)?

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

2.07
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.

1.55
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

2.39
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

1.97

Water Solubility

Log S (ESOL):?

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

-2.35
Solubility 0.685 mg/ml ; 0.00444 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.

-2.22
Solubility 0.928 mg/ml ; 0.00602 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

-2.74
Solubility 0.282 mg/ml ; 0.00183 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.

-5.79 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

1.0 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)

1.22

Application In Synthesis of [ 331-64-6 ]

* 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.

  • Upstream synthesis route of [ 331-64-6 ]
  • Downstream synthetic route of [ 331-64-6 ]

[ 331-64-6 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 331-64-6 ]
  • [ 3522-07-4 ]
YieldReaction ConditionsOperation in experiment
59% for 4 h; Reflux Intermediate 42:[0174] A mixture of 2-fluoro-4-methoxybenzaldehyde (1 g, 6.5 mmol) and hydrazine (7 mL) was heated to reflux for 4 h. The mixture was extracted with CH2(3/4. The combined organic layers were washed with water, brine, concentrated in vacuo, and purified by column chromatography (elution with PE/EtOAc=5: l) to afford 6-methoxy-lH-indazole (intermediate 42) (568 mg, 59percent) as a yellow solid. HPLC: 99percent, RT 2.159 min. MS (ESI) m/z 149.1[M + H]+.
55.5% at 120℃; for 30 h; Sealed tube Step A: 2-fluoro-4-methoxybenzaldehyde (6.5 g, 42.2 mmol) and 85percent hydrazine hydrate (50 mL) were sealed at 120 ° C.The tube was stirred for 30 hours. Water (50 mL) was added and extracted with ethyl acetate (50 mL×3).The combined organic phases were washed with water (20 mL x 2). Then water (100 mL) was added to the organic phase.The pH was adjusted to 1-2 with 2M hydrochloric acid and the layers were separated and the product was taken from aqueous. The aqueous phase was adjusted to pH 8-9 with a 2M aqueous sodium sulphate solution, then extracted with ethyl acetate (50mL×3) and dried over anhydrous sodium sulfate. Evaporate the solvent under reduced pressure.The product was recrystallized from methyl tert-butyl ether / petroleum ether to give 6-methoxy-1H-carbazole (31) (3.47 g).The yield was 55.5percent.
References: [1] Journal of Organic Chemistry, 2006, vol. 71, # 21, p. 8166 - 8172.
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 8, p. 3076 - 3080.
[3] Journal of Organic Chemistry, 2009, vol. 74, # 16, p. 6331 - 6334.
[4] Patent: WO2012/3418, 2012, A2, . Location in patent: Page/Page column 73.
[5] Patent: CN108727267, 2018, A, . Location in patent: Paragraph 0106; 0107; 0108.
[6] Organic Process Research and Development, 2011, vol. 15, # 3, p. 565 - 569.
[7] Journal of Organic Chemistry, 2006, vol. 71, # 21, p. 8166 - 8172.
[8] Patent: WO2014/152144, 2014, A1, . Location in patent: Paragraph 0223.
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 331-64-6 ]

Fluorinated Building Blocks

Chemical Structure| 532965-74-5

A702398 [532965-74-5]

4-Ethoxy-2-fluorobenzaldehyde

Similarity: 0.96

Chemical Structure| 348-27-6

A253957 [348-27-6]

2-Fluoro-4-hydroxybenzaldehyde

Similarity: 0.92

Chemical Structure| 504414-32-8

A110819 [504414-32-8]

4-(Benzyloxy)-2-fluorobenzaldehyde

Similarity: 0.91

Chemical Structure| 74457-86-6

A121223 [74457-86-6]

2'-Fluoro-4'-methoxyacetophenone

Similarity: 0.91

Chemical Structure| 699016-24-5

A136939 [699016-24-5]

3-Fluoro-5-methoxybenzaldehyde

Similarity: 0.90

Aryls

Chemical Structure| 532965-74-5

A702398 [532965-74-5]

4-Ethoxy-2-fluorobenzaldehyde

Similarity: 0.96

Chemical Structure| 348-27-6

A253957 [348-27-6]

2-Fluoro-4-hydroxybenzaldehyde

Similarity: 0.92

Chemical Structure| 504414-32-8

A110819 [504414-32-8]

4-(Benzyloxy)-2-fluorobenzaldehyde

Similarity: 0.91

Chemical Structure| 74457-86-6

A121223 [74457-86-6]

2'-Fluoro-4'-methoxyacetophenone

Similarity: 0.91

Chemical Structure| 699016-24-5

A136939 [699016-24-5]

3-Fluoro-5-methoxybenzaldehyde

Similarity: 0.90

Aldehydes

Chemical Structure| 532965-74-5

A702398 [532965-74-5]

4-Ethoxy-2-fluorobenzaldehyde

Similarity: 0.96

Chemical Structure| 348-27-6

A253957 [348-27-6]

2-Fluoro-4-hydroxybenzaldehyde

Similarity: 0.92

Chemical Structure| 504414-32-8

A110819 [504414-32-8]

4-(Benzyloxy)-2-fluorobenzaldehyde

Similarity: 0.91

Chemical Structure| 699016-24-5

A136939 [699016-24-5]

3-Fluoro-5-methoxybenzaldehyde

Similarity: 0.90

Chemical Structure| 256417-10-4

A278876 [256417-10-4]

2,6-Difluoro-4-methoxybenzaldehyde

Similarity: 0.89

Ethers

Chemical Structure| 532965-74-5

A702398 [532965-74-5]

4-Ethoxy-2-fluorobenzaldehyde

Similarity: 0.96

Chemical Structure| 504414-32-8

A110819 [504414-32-8]

4-(Benzyloxy)-2-fluorobenzaldehyde

Similarity: 0.91

Chemical Structure| 74457-86-6

A121223 [74457-86-6]

2'-Fluoro-4'-methoxyacetophenone

Similarity: 0.91

Chemical Structure| 699016-24-5

A136939 [699016-24-5]

3-Fluoro-5-methoxybenzaldehyde

Similarity: 0.90

Chemical Structure| 256417-10-4

A278876 [256417-10-4]

2,6-Difluoro-4-methoxybenzaldehyde

Similarity: 0.89