[ CAS No. 453566-14-8 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 453566-14-8 * Storage: {[proInfo.prStorage]}

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	Inquiry	{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price) ]}	{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price) ]}	{[ item.pr_usastock ]}		{[ item.pr_chinastock ]}	{[ item.pr_remark ]}	Login		Inquiry

Please Login or Create an Account to: See VIP prices and availability

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

For Research Only 120K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 453566-14-8 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 453566-14-8 ]

SDS Specification

Alternatived Products of [ 453566-14-8 ]

Product Details of [ 453566-14-8 ]

CAS No. :	453566-14-8	MDL No. :	MFCD09261037
Formula :	C₈H₄BrNO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	QJJKUQVSSJSXLJ-UHFFFAOYSA-N
M.W :	226.03	Pubchem ID :	21942542
Synonyms :

Calculated chemistry of [ 453566-14-8 ] Expand+

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.0
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	45.82
TPSA :	61.09 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.36 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.46
Log Po/w (XLOGP3) :	1.86
Log Po/w (WLOGP) :	2.02
Log Po/w (MLOGP) :	1.71
Log Po/w (SILICOS-IT) :	1.87
Consensus Log Po/w :	1.78

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.72
Solubility :	0.434 mg/ml ; 0.00192 mol/l
Class :	Soluble
Log S (Ali) :	-2.76
Solubility :	0.389 mg/ml ; 0.00172 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.72
Solubility :	0.434 mg/ml ; 0.00192 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.88

Safety of [ 453566-14-8 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H319	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 453566-14-8 ]

* 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 [ 453566-14-8 ]
Downstream synthetic route of [ 453566-14-8 ]

[ 453566-14-8 ] Synthesis Path-Upstream 1~6

1
[ 453566-15-9 ]
[ 453566-14-8 ]

Yield	Reaction Conditions	Operation in experiment
85%	With lithium hydroxide monohydrate; water In tetrahydrofuran at 20℃;	To methyl 3-bromo-5-carbamoyl-benzoate (2.8 g, 10.8 mmol, 1.0 eq) was added POCI3 (30 mL) and the reaction heated at 100 °C overnight. The POCI₃ was removed under reduced pressure, water was added and the aqueous layer extracted with EtOAc. The combined organic extracts were dried (Na₂SC>4), filtered and evaporated in vacuo to afford a crude residue which was purified by column chromatography (petroleum ethenEtOAc, 20:1 ) to give methyl 3-bromo-5-cyano-benzoate (2.5 g, 96 percent). This material was dissolved in THF (30 mL) and LiOH.H₂0 (1.7 g, 41.6 mmol, 1.54 eq) and H₂0 (10 mL) were added. The mixture was stirred at room temperature overnight. The THF was removed under reduced pressure and the aqueous phase acidified with diluted HC1 and extracted with EtOAc. The combined organic extracts were dried (Na₂SC>4), filtered and evaporated in vacuo. The residue obtained was purified by column chromatography (CH₂C1₂: MeOH, 50: 1) to give the title compound as a white solid (2 g, 85 percent).LC-MS: m z 248.0, 249.9 [M+Na1H NMR (400 MHZ, DMSO) δ 13.67 (br s, 1H), 8.40 (s, 1H), 8.24 (s, 1H), 8.24 (s, 1H).

Reference： [1] Patent: WO2013/37705, 2013, A2, . Location in patent: Page/Page column 139

2
[ 51760-21-5 ]
[ 453566-14-8 ]