[ CAS No. 67159-85-7 ] {[proInfo.proName]}

Name: 67159-85-7|5-Bromo-3,3-dimethyl-2,3-dihydro-1H-inden-1-one|95%
Brand: Ambeed
SKU: A264724
Price: 45.0 USD
Availability: InStock
Rating: 95 (28 reviews)

,{[proInfo.pro_purity]}

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

2D 3D

Structure of 67159-85-7 * Storage: {[proInfo.prStorage]}

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

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 67159-85-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 67159-85-7 ]

SDS Specification

Alternatived Products of [ 67159-85-7 ]

Product Details of [ 67159-85-7 ]

CAS No. :	67159-85-7	MDL No. :	MFCD27927273
Formula :	C₁₁H₁₁BrO	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	MVIGYOCYIUJCGE-UHFFFAOYSA-N
M.W :	239.11	Pubchem ID :	12441782
Synonyms :

Calculated chemistry of [ 67159-85-7 ]

Physicochemical Properties

Num. heavy atoms :	13
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.36
Num. rotatable bonds :	0
Num. H-bond acceptors :	1.0
Num. H-bond donors :	0.0
Molar Refractivity :	56.69
TPSA :	17.07 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.47 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.42
Log Po/w (XLOGP3) :	3.23
Log Po/w (WLOGP) :	3.31
Log Po/w (MLOGP) :	2.99
Log Po/w (SILICOS-IT) :	3.91
Consensus Log Po/w :	3.17

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-3.7
Solubility :	0.0478 mg/ml ; 0.0002 mol/l
Class :	Soluble
Log S (Ali) :	-3.26
Solubility :	0.131 mg/ml ; 0.000548 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-4.74
Solubility :	0.00437 mg/ml ; 0.0000183 mol/l
Class :	Moderately soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.86

Safety of [ 67159-85-7 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 67159-85-7 ]

* 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.

Upstream synthesis route of [ 67159-85-7 ]
Downstream synthetic route of [ 67159-85-7 ]

[ 67159-85-7 ] Synthesis Path-Upstream 1~4

1
[ 67159-88-0 ]
[ 67159-85-7 ]

Yield	Reaction Conditions	Operation in experiment
82.3%	With tert.-butylhydroperoxide In dichloromethane at 20℃; Sealed system	Step 1 5-Bromo-3,3-dimethyl-indan-1-one; 6-Bromo-1,1-dimethyl-indan 8g (4g, 17.8 mmol) was dissolved in 40 mL of anhydrous dichloromethane, followed by addition of chromium oxide (280 mg, 1.8 mmol) and slowly dropwise addition of tert-butyl hydroperoxide (19 mL, 190 mmol). The reaction system was sealed and stirred overnight at room temperature after the reaction solution was crimson and the generated gas was released. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was diluted with 50 mL of water and extracted with dichloromethane (100 mL.x.3). The combined organic extracts were dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain the title compound 5-bromo-3,3-dimethyl-indan-1-one 19a (3.5 g, 82.3percent) as a white solid. MS m/z (ESI): 238 [M-1]
76%	at 60℃; for 3 h;	To a solution of 6-bromo-1,1-dimethyl-2,3-dihydro-1H-indene (3.6 g, 16 mmol) in acetic acid (50 mL) was added to a solution of CrO₃(9.6 g, 96.0 mmol) in 50percent aqueous acetic acid (50 mL). This solution was heated for 3 h at 60° C. At completion, the reaction mixture was quenched by the addition of isopropanol (20 mL). The quenched reaction was partitioned between EtOAc (200 mL) and a 0.25 M aqueous NaOH (100 mL). The layers were separated and the organics were extracted with EtOAc (2.x.100 mL). The combined organics were washed with brine, dried over Na₂SO₄, filtered and concentrated. After purification by flash chromatography over silica gel (50percent EtOAc/hexanes eluent), 5-bromo-3,3-dimethyl-2,3-dihydro-1H-inden-1-one (2.91 g, 76percent yield) was isolated as a white solid. ¹H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.65 (s, 1H), 7.47-7.58 (m, 2H), 2.58 (s, 2H), 1.42 (s, 6H); MS (EI) m/z=240.1 [M+1]⁺.
37%	at 55℃; for 0.5 h;	To a solution of the title compound from Step A above (2.10 g) in acetic acid was added a solution of CrO₃(3.72 g) in 50percent aqueous acetic acid (20 mL) at 55° C. and the mixture was stirred for 30 min at this temperature. After cooling to 0° C. 2-propanol (5 mL) was added and the mixture was diluted with ethyl acetate (400 mL), washed with 0.5M sodium hydroxide and brine, dried (MgSO₄), concentrated and purified by column chromatography (silica, cyclohexane/EtOAc, 9:1) to afford the title compound (829 mg; 37percent) as an oil. [MH]⁺=239/241.

Reference： [1] Patent: EP2236500, 2010, A1, . Location in patent: Page/Page column 39-40
[2] Patent: US2012/225857, 2012, A1, . Location in patent: Page/Page column 24
[3] Patent: US2006/173183, 2006, A1, . Location in patent: Page/Page column 123

2
[ 14548-39-1 ]
[ 67159-85-7 ]

Reference： [1] Patent: US2012/225857, 2012, A1,

3
[ 25108-58-1 ]
[ 67159-85-7 ]

Reference： [1] Chemical Communications, 2015, vol. 51, # 34, p. 7393 - 7396

4
[ 2142-63-4 ]
[ 67159-85-7 ]

Reference： [1] Chemical Communications, 2015, vol. 51, # 34, p. 7393 - 7396