Home Cart 0 Sign in  

[ CAS No. 27710-82-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 27710-82-3
Chemical Structure| 27710-82-3
Structure of 27710-82-3 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 27710-82-3 ]

Related Doc. of [ 27710-82-3 ]

Alternatived Products of [ 27710-82-3 ]

Product Details of [ 27710-82-3 ]

CAS No. :27710-82-3 MDL No. :MFCD00077740
Formula : C23H28Br2NP Boiling Point : -
Linear Structure Formula :- InChI Key :NEQVFHFOWYYPBS-UHFFFAOYSA-M
M.W : 509.26 Pubchem ID :23651404
Synonyms :

Calculated chemistry of [ 27710-82-3 ]

Physicochemical Properties

Num. heavy atoms : 27
Num. arom. heavy atoms : 18
Fraction Csp3 : 0.22
Num. rotatable bonds : 7
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 132.1
TPSA : 16.83 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.46 cm/s

Lipophilicity

Log Po/w (iLOGP) : 0.0
Log Po/w (XLOGP3) : 6.96
Log Po/w (WLOGP) : 1.89
Log Po/w (MLOGP) : 5.83
Log Po/w (SILICOS-IT) : 5.01
Consensus Log Po/w : 3.94

Druglikeness

Lipinski : 2.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.17

Water Solubility

Log S (ESOL) : -7.41
Solubility : 0.0000197 mg/ml ; 0.0000000386 mol/l
Class : Poorly soluble
Log S (Ali) : -7.13
Solubility : 0.000038 mg/ml ; 0.0000000746 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -8.83
Solubility : 0.000000752 mg/ml ; 0.0000000015 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 4.88

Safety of [ 27710-82-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 27710-82-3 ]

* 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 [ 27710-82-3 ]
  • Downstream synthetic route of [ 27710-82-3 ]

[ 27710-82-3 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 3607-17-8 ]
  • [ 124-40-3 ]
  • [ 27710-82-3 ]
YieldReaction ConditionsOperation in experiment
82% at 20 - 100℃; Sealed tube Preparation of (3-(Dimethylamino)propyl)triphenylphosphonium bromide hydrobromide salt. To a suspension of 3-bromopropyltriphenylphosphonium bromide (1.0 g, 2.1 mmol) in ethanol (5 mL) was added a solution of 40percent dimethylamine in water (3 mL) at room temperature. The mixture was stirred and heated at 100 °C for 30 min in a sealed microwave tube. After the reaction mixture was concentrated under reduced pressure, the solid residue was recrystallized in acetonitrile to afford (3- (dimethylamino)propyl)triphenylphosphonium bromide hydrobromide salt (0.90 g, 82percent) as a white solid, and was used in the following step. ESI MS m/z 348.3(Ph3PCH2CH2CH2NMe2)+.
74.2%
Stage #1: at 20℃; for 1.5 h; Heating / reflux
Stage #2: With Acetyl bromide In ethanol at 0 - 25℃;
Example 4; Synthesis of the Wittig Reagent 3-dimethylaminopropyltriphenylphosphonium Bromide *HBr (Olo-IM4) To a stirred suspension of 3-bromopropyltriphenylphosphonium bromide (Olo-IM3) (420 g, 0.90 mol) in absolute ethanol (664 g) a solution of dimethylamine in absolute ethanol (368 g, 2.69 mol, assay: 33percent) was added slowly within 30 minutes at room temperature. After complete addition the suspension was stirred 1 hour at reflux whereupon a solution was obtained. The solution was cooled to a temperature of 0-10° C. and acetyl bromide (202.7 g, 1.65 mol) was added dropwise until the pH was 1, and the resulting suspension was allowed to warm to 20-25° C. After the white suspension was filtered the wet product washed with absolute ethanol (237 g) and then dried under vacuum (15 h, 70° C.) to give 3-dimethylaminopropyltriphenylphosphonium bromide*HBr (Olo-IM4) as a white solid (yield: 471.2 g, 0.77 mol, 85.1percent; HPLC assay: 83.2percent, HPLC purity: 98.72percent). The crude material (460 g, 0.75 mol; assay: 83.2percent) was further purified by suspending it in absolute ethanol (395 g) and stirring at reflux temperature. After addition of further absolute ethanol (435 g) all material was dissolved and the solution was allowed to cool to room temperature, with seeding at 69° C. to initiate crystallization. After 4 hours stirring at room temperature the product was filtered off, washed with ethanol (140 g) and then dried under vacuum (15 h, 70° C.) to give 3-dimethylaminopropyltriphenylphosphonium bromide*HBr (Olo-IM4) as a crystalline white solid (yield: 333.7 g, 0.66 mol, 87.2percent; HPLC assay >99.9percent, HPLC purity: 99.85percent, overall yield: 74.2percent).
Reference: [1] Patent: WO2012/79017, 2012, A1, . Location in patent: Page/Page column 68
[2] Patent: US2007/232814, 2007, A1, . Location in patent: Page/Page column 24
Same Skeleton Products
Historical Records