Home Cart Sign in  
Chemical Structure| 221037-98-5 Chemical Structure| 221037-98-5

Structure of 221037-98-5

Chemical Structure| 221037-98-5

*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 [ 221037-98-5 ]

CAS No. :221037-98-5
Formula : C6H6BIO2
M.W : 247.83
SMILES Code : IC1=CC=CC(=C1)B(O)O
MDL No. :MFCD01319015
InChI Key :REEUXWXIMNEIIN-UHFFFAOYSA-N
Pubchem ID :2734362

Safety of [ 221037-98-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302+H312+H332-H315-H319-H335
Precautionary Statements:P261-P280-P305+P351+P338

Computational Chemistry of [ 221037-98-5 ] 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 2.0
Num. H-bond donors 2.0
Molar Refractivity 48.98
TPSA ?

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

40.46 Ų

Lipophilicity

Log Po/w (iLOGP)?

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

0.0
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

1.48
Log Po/w (WLOGP)?

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

-0.03
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.

1.21
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

0.24
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

0.58

Water Solubility

Log S (ESOL):?

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

-2.69
Solubility 0.51 mg/ml ; 0.00206 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.

-1.94
Solubility 2.87 mg/ml ; 0.0116 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

-2.24
Solubility 1.41 mg/ml ; 0.0057 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.

-6.76 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

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)

2.68

Application In Synthesis of [ 221037-98-5 ]

* 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 [ 221037-98-5 ]

[ 221037-98-5 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 688-74-4 ]
  • [ 626-00-6 ]
  • [ 221037-98-5 ]
  • 2
  • [ 221037-98-5 ]
  • tris(3-iodo phenyl)boroxine [ No CAS ]
YieldReaction ConditionsOperation in experiment
In toluene;Reflux; Into iodobenzeneboronic acid (186 g, 0.75 mol) and 700 (2 mL) were added to 1 L of a three-necked flask equipped with a reflux water separatorMl of toluene, heated to reflux water, when the system separated about 17.5-14.0 grams of water, and the system no longer continue to separate water,Stop the reaction. After cooling, the heptane is distilled to a non-flowing liquid to give crude tri-iodobenzene triol, which contains about 5-8percentbenzene. Can be directly into the next step reaction.Synthesis of aldehyde aldehyde phenylboronic acid:Under nitrogen protection, the above-obtained iodobenzeneboronic acid trimer was added to 500 ml of anhydrous tetrahydrofuranAfter the addition, the mixture was transferred to a 2 L three-necked flask and dimethylformamide (65.7 g, 0.90 mol) was added. Then cool the system to -75 ° C to -80 ° C, 609 ml (0.98 mol) of 1.6 M n-butyllithium hexane solution was slowly added dropwise,
  • 5
  • [ 292638-84-7 ]
  • [ 221037-98-5 ]
  • [ 350251-29-5 ]
  • 6
  • [ 221037-98-5 ]
  • [ 122159-60-8 ]
  • (1S,2R,5R,6S)-2-(3-Iodo-phenyl)-5,6-bis-methoxymethyl-cyclohex-3-enol [ No CAS ]
  • (+)-(1R,2S,5S,6S)-5,6-bis(methoxymethyl)-2-(3-iodophenyl)-cyclohex-3-enol [ No CAS ]
  • 7
  • [ 1663-39-4 ]
  • [ 221037-98-5 ]
  • [ 309757-66-2 ]
  • tert-butyl 3-(3-iodophenyl)propanoate [ No CAS ]
  • 8
  • [ 123-56-8 ]
  • [ 221037-98-5 ]
  • [ 72601-46-8 ]
  • 9
  • [ 136918-14-4 ]
  • [ 221037-98-5 ]
  • [ 915299-28-4 ]
  • 10
  • [ 77-71-4 ]
  • [ 221037-98-5 ]
  • 3-(3-iodophenyl)-5,5-dimethyl-2,4-imidazolidinedione [ No CAS ]
  • 11
  • [ 13196-11-7 ]
  • [ 221037-98-5 ]
  • [ 1056942-26-7 ]
YieldReaction ConditionsOperation in experiment
With pyridine; copper diacetate; In dichloromethane;Molecular sieve; under an oxygen balloon; To a solution of 3-iodo-phenylboronic acid (991 mg, 4 mmol) and 1-benzofuran-6-ol (269 mg, 2 mmol) in dichloromethane (8 mL) was added copper acetate (363 mg, 2 mmol), pyridine (0.8 mL, 10 mmol) and 4A molecular sieves (300 mg). The reaction mixture was degassed and stirred under an oxygen balloon overnight. It was then filtered and concentrated. The crude product was purified on a silica gel column, eluting with ethyl acetate (0-10percent) in hexanes, to yield the desired product.
  • 12
  • [ 5355-61-3 ]
  • [ 221037-98-5 ]
  • 2-(3-iodophenyl)-4,6-diphenyl-1,3,2-dioxaborinane [ No CAS ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; for 0.25h;Heating / reflux; Molecular sieves; A mixture of <strong>[221037-98-5]3-iodophenylboronic acid</strong> (15 g) and 1, 3-diphenyl-1, 3-propanediol (15 g) in tetrahydrofuran (150 ML) was heated to reflux for 15 min in the presence of molecular sieves. The mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was crystallised from heptane-ethyl acetate (5: 1) to give the title compound (25.3 g) LCMS RT = 3.03 min.
  • 13
  • [ 496061-80-4 ]
  • [ 221037-98-5 ]
  • [ 1022980-04-6 ]
YieldReaction ConditionsOperation in experiment
With pyridine; copper diacetate; In dichloromethane; at 20℃;4A molecular sieves; To a stirred solution of Intemediate 1 (1.9 g, 8.5 mmol) in dichloromethane (20 mL) was added 3- iodophenylboronic acid (3.0 g, 12.1 mmol), copper(II) acetate (2.0 g, 11 mmol), pyridine (3.2 mL, 40 mmol), and 4A molecular sieves (~2.5 g). The resulting mixture was stirred under an oxygen balloon at room temperature overnight. The reaction mixuture was filtered, washed with dichloromethane, and concentrated. The greenish crude product was purified on a silica gel column, eluting with ethyl acetate (20-50percent) in hexanes to afford the desired product. LCMS for C 19Hl 9103: calc. 422, observed 423 [M+H].
  • 15
  • [ 930-68-7 ]
  • [ 221037-98-5 ]
  • [ 98-80-6 ]
  • [ 6301-52-6 ]
  • 16
  • [ 221037-98-5 ]
  • potassium trifluoro-(3-iodophenyl)boranuide [ No CAS ]
  • 17
  • [ 221037-98-5 ]
  • 4-bromo-2-methyl-2H-pyrazol-3-ylamine [ No CAS ]
  • [ 889849-17-6 ]
YieldReaction ConditionsOperation in experiment
51% Example 1.52; Preparation of the intermediate (4-bromo-2-methyl-2H-pyrazoI-3-yI)-(3-iodo-phenyl)- amine.A 500-mL round bottom flask was charged with toluene (50 mL), copper(IT) acetate (0.62 g, 3.41 mmol), myristic acid (1.17 g, 5.11 mmol), and roe-iodophenylboronic acid (5.00 g, 20.18 mmol) then stirred at room temperature for five minutes. While mixing, 2,6-lutidine (1.99 mL, 17.04 mmol) was added and allowed to stir for an additional 10 minutes. 3-amino-4-bromo- 2-methyl pyrazole (3.00 g, 17.04 mmol) was added then reaction mixture stirred at room temperature overnight. Ethyl acetate was added, washed with ammonium hydroxide, water and brine. The ammonium salt formed, suspended in the organic layer, was removed by filtration. The filtrate was washed with water twice, dried over MgSO4 and filtered. The solvent was removed under reduced pressure to yield a crude yellow oil, that was purified by column EPO <DP n="87"/>chromatography on silica gel (Biotage, hexanes/ethyl acetate, gradient elution) to afford (4- bromo-2-methyl-2H-pyrazol-3-yl)-(3-iodo-phenyl)-amine as a yellow solid. Yield: 3.25 g (51 percent). LCMS m/z (percent) = 378 (M+Eta 79Br, 100), 380 (M+Eta 81Br, 88). 1H NMR (400MHz, DMSO- d6): delta 8.15 (s, IH), 7.61 (s, IH), 7.09 (d, J=8.0 Hz, IH), 6.96 (dd, J=8.0, 8.0 Hz, IH), 6.90 (dd, J=I.8, 1.8 Hz, IH), 6.52 (dd, J=8.0, 1.6 Hz, IH), 3.63 (s, 3H).
  • 18
  • [ 10273-89-9 ]
  • [ 221037-98-5 ]
  • [ 1269925-93-0 ]
  • 19
  • [ 20157-44-2 ]
  • [ 221037-98-5 ]
  • [ 1269926-03-5 ]
  • 20
  • [ 221037-98-5 ]
  • [ 58046-43-8 ]
  • [ 1361033-31-9 ]
  • 21
  • [ 221037-98-5 ]
  • [ 1360627-90-2 ]
  • 22
  • [ 221037-98-5 ]
  • [ 1360628-00-7 ]
  • 23
  • [ 221037-98-5 ]
  • [ 1360627-84-4 ]
  • 24
  • [ 221037-98-5 ]
  • [ 309947-86-2 ]
  • [ 1360627-99-1 ]
  • 25
  • [ 915155-43-0 ]
  • [ 221037-98-5 ]
  • C15H14ClIO2S [ No CAS ]
  • 26
  • [ 221037-98-5 ]
  • [ 1377192-07-8 ]
  • 27
  • [ 221037-98-5 ]
  • C15H13IO4S [ No CAS ]
  • 28
  • [ 221037-98-5 ]
  • [ 1377191-48-4 ]
  • 29
  • [ 1426436-21-6 ]
  • [ 221037-98-5 ]
  • [ 1426436-43-2 ]
YieldReaction ConditionsOperation in experiment
98% General procedure: NaN3 (1.2 equiv), CuSO4 (0.1 equiv), and boronic acids (1.2 equiv) in methanol (10 mL) were allowed to react for 1?4 h, followed by addition of water (10 mL), sodium ascorbate (0.5 equiv), and propargylated alpha-desmotroposantonin (1.0 equiv) [34]. The contents were stirred vigorously at room temperature for 2?8 h (as monitored by TLC analysis). After completion of the reaction, the contents diluted with water and extracted with ethyl acetate (3 times). The combined ethyl acetate extract was washed with brine, dried over anhydrous Na2SO4 and evaporated under reduced pressure on a rota vapour. The crude product obtained thus subjected was put to column chromatography (silica gel) with EtOAc:Hexane (15:85) mixture as eluent to afford the desired pure products in >97percent yields.
  • 30
  • [ 626-00-6 ]
  • [ 221037-98-5 ]
  • [ 1426243-61-9 ]
  • 31
  • [ 626-00-6 ]
  • [ 221037-98-5 ]
  • [ 1426251-79-7 ]
  • 32
  • [ 108-05-4 ]
  • [ 221037-98-5 ]
  • [ 1527491-64-0 ]
  • [ 1527491-79-7 ]
  • 33
  • [ 221037-98-5 ]
  • [ 65-85-0 ]
  • [ 93087-36-6 ]
YieldReaction ConditionsOperation in experiment
81% With [bis(acetoxy)iodo]benzene; triethylamine; 1,1'-carbonyldiimidazole; In dichloromethane; at 20℃; for 3h; General procedure: To a mixture of benzoic acid (1 mmol), carbonyldiimidazole (1mmol), triethylamine, (5 mmol) and boronic acid (1 mmol) in dichlorormethane (5mL) were charged to PhI(OAc)2 (0.38g, 1.2 mmol). The reaction mixture was stirred at room temperature for 3h. After complete conversion, as indicated by TLC (9:1 Hexane:EtOAc), the reaction mixture was evaporated under reduced pressure and theresidue was purified by flash column chromatography on silica gel (2percent ethylacetate inpetroleum ether) to give the product.
  • 34
  • [ 221037-98-5 ]
  • [ 4330-20-5 ]
  • 3-benzoyl-1-(3-iodophenyl)-5-methylpyrimidine-2,4(1H,3H)-dione [ No CAS ]
  • 35
  • [ 221037-98-5 ]
  • 5'-O-dimethoxytrityl-5-(3-(thymin-1-yl)phenyl)ethynyl-2'-deoxyuridine [ No CAS ]
 

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 221037-98-5 ]

Organoborons

Chemical Structure| 5122-99-6

A159270 [5122-99-6]

(4-Iodophenyl)boronic acid

Similarity: 0.98

Chemical Structure| 374790-98-4

A129133 [374790-98-4]

2-Fluoro-4-iodophenylboronic acid

Similarity: 0.72

Chemical Structure| 98-80-6

A111783 [98-80-6]

Phenylboronic acid

Similarity: 0.71

Chemical Structure| 4612-28-6

A135430 [4612-28-6]

1,3-Phenylenediboronic acid

Similarity: 0.71

Chemical Structure| 4612-26-4

A219818 [4612-26-4]

1,4-Phenylenediboronic acid

Similarity: 0.71

Aryls

Chemical Structure| 5122-99-6

A159270 [5122-99-6]

(4-Iodophenyl)boronic acid

Similarity: 0.98

Chemical Structure| 374790-98-4

A129133 [374790-98-4]

2-Fluoro-4-iodophenylboronic acid

Similarity: 0.72

Chemical Structure| 98-80-6

A111783 [98-80-6]

Phenylboronic acid

Similarity: 0.71

Chemical Structure| 4612-28-6

A135430 [4612-28-6]

1,3-Phenylenediboronic acid

Similarity: 0.71

Chemical Structure| 4612-26-4

A219818 [4612-26-4]

1,4-Phenylenediboronic acid

Similarity: 0.71