Home Cart 0 Sign in  

[ CAS No. 70398-89-9 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 70398-89-9
Chemical Structure| 70398-89-9
Structure of 70398-89-9 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 70398-89-9 ]

Related Doc. of [ 70398-89-9 ]

Alternatived Products of [ 70398-89-9 ]

Product Details of [ 70398-89-9 ]

CAS No. :70398-89-9 MDL No. :MFCD20484423
Formula : C9H11BrS Boiling Point : -
Linear Structure Formula :- InChI Key :GXLZTSMJUOOUDW-UHFFFAOYSA-N
M.W : 231.15 Pubchem ID :12521240
Synonyms :

Calculated chemistry of [ 70398-89-9 ]

Physicochemical Properties

Num. heavy atoms : 11
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.33
Num. rotatable bonds : 2
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 55.48
TPSA : 25.3 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.93 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.81
Log Po/w (XLOGP3) : 3.92
Log Po/w (WLOGP) : 3.95
Log Po/w (MLOGP) : 4.25
Log Po/w (SILICOS-IT) : 3.55
Consensus Log Po/w : 3.69

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.01
Solubility : 0.0224 mg/ml ; 0.0000967 mol/l
Class : Moderately soluble
Log S (Ali) : -4.15
Solubility : 0.0164 mg/ml ; 0.0000707 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -4.19
Solubility : 0.0149 mg/ml ; 0.0000646 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 1.94

Safety of [ 70398-89-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H317-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 70398-89-9 ]

* 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 [ 70398-89-9 ]
  • Downstream synthetic route of [ 70398-89-9 ]

[ 70398-89-9 ] Synthesis Path-Upstream   1~3

  • 1
  • [ 106-53-6 ]
  • [ 75-26-3 ]
  • [ 70398-89-9 ]
YieldReaction ConditionsOperation in experiment
92%
Stage #1: With sodium hydride In DMF (N,N-dimethyl-formamide) at 0℃;
Stage #2: at 20℃;
Dissolve 4-bromo-benzenethiol (1. 0 g, 5.3 mmol) in dry dimethylformamide (50 mL) and cool to 0°C under nitrogen. Add dry sodium hydride (153 mg, 6. 4 mmol) in portions. After the vigorous gas evolution stops, add 2-bromo-propane (0. 60 mL, 6.4 mmol) and stir the reaction overnight at room temperature. Slowly pour the reaction into water (300 mL) and extract with ethyl acetate (2x150 mL). Wash the combined organic layers with water (100 mL) and brine (100 mL). Dry the organic layer with sodium sulfate, filter and concentrate in vacuo. Chromatograph the resultant residue on a SiO2 column with 5percent ethyl acetate in hexanes to yield l. lg of 1-bromo-4-isopropylsulfanyl- benzene (92percent). XDissolve l-bromo-4-isopropylsulfanyl-benzene (2.5 g, 10.8 mmol) in dry tetrahydrofuran (100 mL) and cool the solution to-78°C. Add 2. 5 M n-butyllithium in hexanes (5.2 mL, 12.9 mmol) dropwise and allow the reaction to warm to-40°C and stir for 30 minutes. Cool the reaction to-78°C and add triisopropyl borate (7. 4 mL, 32. 4 mmol) and allow the reaction to slowly warm to room temperature. Add 10percent aqueous potassium hydroxide (96 mL, 172 mmol) and stir overnight. Slowly pour the reaction into a mixture of concentrated HC1 and ice. Extract the aqueous solution with dichloromethane, dry with sodium sulfate and concentrate in vacuo to yield 1.9 g of the title compound (90percent).
Reference: [1] Organic Letters, 2015, vol. 17, # 24, p. 6162 - 6165
[2] Patent: WO2004/9086, 2004, A1, . Location in patent: Page/Page column 42-43
[3] Tetrahedron, 2004, vol. 60, # 17, p. 3915 - 3920
[4] Patent: WO2004/63179, 2004, A1, . Location in patent: Page 48
[5] Patent: WO2014/146490, 2014, A1, . Location in patent: Page/Page column 120
[6] Patent: WO2014/146491, 2014, A1, . Location in patent: Page/Page column 115
  • 2
  • [ 106-37-6 ]
  • [ 20607-43-6 ]
  • [ 70398-89-9 ]
Reference: [1] Journal of Organic Chemistry, 1979, vol. 44, # 15, p. 2642 - 2646
  • 3
  • [ 70398-89-9 ]
  • [ 70399-02-9 ]
Reference: [1] Journal of Organic Chemistry, 1979, vol. 44, # 15, p. 2642 - 2646
Same Skeleton Products
Historical Records

Related Functional Groups of
[ 70398-89-9 ]

Aryls

Chemical Structure| 33733-73-2

[ 33733-73-2 ]

3-Bromothioanisole

Similarity: 0.88

Chemical Structure| 70399-02-9

[ 70399-02-9 ]

1-Bromo-4-(isopropylsulfonyl)benzene

Similarity: 0.74

Chemical Structure| 118621-30-0

[ 118621-30-0 ]

2-(4-Bromophenyl)-5-phenylthiophene

Similarity: 0.74

Chemical Structure| 2252-45-1

[ 2252-45-1 ]

(3-Bromophenyl)(trifluoromethyl)sulfane

Similarity: 0.73

Chemical Structure| 70399-01-8

[ 70399-01-8 ]

1-Bromo-3-(isopropylsulfonyl)benzene

Similarity: 0.73

Bromides

Chemical Structure| 33733-73-2

[ 33733-73-2 ]

3-Bromothioanisole

Similarity: 0.88

Chemical Structure| 17347-32-9

[ 17347-32-9 ]

6-Bromobenzothiophene

Similarity: 0.75

Chemical Structure| 4923-87-9

[ 4923-87-9 ]

5-Bromobenzothiophene

Similarity: 0.75

Chemical Structure| 70399-02-9

[ 70399-02-9 ]

1-Bromo-4-(isopropylsulfonyl)benzene

Similarity: 0.74

Chemical Structure| 118621-30-0

[ 118621-30-0 ]

2-(4-Bromophenyl)-5-phenylthiophene

Similarity: 0.74

Sulfides

Chemical Structure| 33733-73-2

[ 33733-73-2 ]

3-Bromothioanisole

Similarity: 0.88

Chemical Structure| 2252-45-1

[ 2252-45-1 ]

(3-Bromophenyl)(trifluoromethyl)sulfane

Similarity: 0.73

Chemical Structure| 139-66-2

[ 139-66-2 ]

Diphenylsulfane

Similarity: 0.66

Chemical Structure| 56358-04-4

[ 56358-04-4 ]

Nonyl(phenyl)sulfane

Similarity: 0.65

Chemical Structure| 137105-52-3

[ 137105-52-3 ]

(2-Bromophenyl)(2,2-diethoxyethyl)sulfane

Similarity: 0.64