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[ CAS No. 78287-27-1 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
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There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.

Type HazMat fee for 500 gram (Estimated)
Excepted Quantity USD 0.00
Limited Quantity USD 15-60
Inaccessible (Haz class 6.1), Domestic USD 80+
Inaccessible (Haz class 6.1), International USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic USD 100+
Accessible (Haz class 3, 4, 5 or 8), International USD 200+
Chemical Structure| 78287-27-1
Chemical Structure| 78287-27-1
Structure of 78287-27-1 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 78287-27-1 ]

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Product Citations

Product Details of [ 78287-27-1 ]

CAS No. :78287-27-1 MDL No. :MFCD06657922
Formula : C22H20N2O4 Boiling Point : -
Linear Structure Formula :- InChI Key :MYQKIWCVEPUPIL-QFIPXVFZSA-N
M.W : 376.41 Pubchem ID :127584
Synonyms :
SN-22
Chemical Name :(S)-4,11-Diethyl-4-hydroxy-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione

Calculated chemistry of [ 78287-27-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 28
Num. arom. heavy atoms : 16
Fraction Csp3 : 0.32
Num. rotatable bonds : 2
Num. H-bond acceptors : 5.0
Num. H-bond donors : 1.0
Molar Refractivity : 105.09
TPSA : 81.42 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -6.79 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.83
Log Po/w (XLOGP3) : 2.54
Log Po/w (WLOGP) : 2.38
Log Po/w (MLOGP) : 2.08
Log Po/w (SILICOS-IT) : 4.19
Consensus Log Po/w : 2.8

Druglikeness

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

Water Solubility

Log S (ESOL) : -4.06
Solubility : 0.0324 mg/ml ; 0.0000861 mol/l
Class : Moderately soluble
Log S (Ali) : -3.9
Solubility : 0.0477 mg/ml ; 0.000127 mol/l
Class : Soluble
Log S (SILICOS-IT) : -6.6
Solubility : 0.0000952 mg/ml ; 0.000000253 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 4.07

Safety of [ 78287-27-1 ]

Signal Word:Danger Class:6.1
Precautionary Statements:P501-P270-P264-P301+P310+P330-P405 UN#:1544
Hazard Statements:H301 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 78287-27-1 ]

* 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 [ 78287-27-1 ]

[ 78287-27-1 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 78287-27-1 ]
  • [ 86639-51-2 ]
YieldReaction ConditionsOperation in experiment
72% With dihydrogen peroxide; acetic acid; at 80℃; for 8h; Add 350 mL of glacial acetic acid and 30 mL of 30% H 2 O 2 (283.9 mmol) to a 500 mL round bottom flask, and heat to 80 C. After 5 h, add 1.2-g (3.1 mmol) of <strong>[78287-27-1]7-ethyl<strong>[78287-27-1]camptothecin</strong></strong> for 3 h.Concentrate to about 20mL, add 500mL of ice water, let stand for 1h, suction filtration,The product was dried to 0.89 g. Yield: 72%.
  • 2
  • [ 78287-27-1 ]
  • [ 152266-83-6 ]
  • 3
  • [ 78287-27-1 ]
  • 2-Amino-4,11-diethyl-2H,12H-2,6,12a-triaza-dibenzo[b,h]fluorene-3,13-dione [ No CAS ]
  • 4
  • [ 78287-27-1 ]
  • [ 1026285-00-6 ]
  • 5
  • [ 123-38-6 ]
  • [ 7689-03-4 ]
  • [ 78287-27-1 ]
YieldReaction ConditionsOperation in experiment
95.4% With sulfuric acid; dihydrogen peroxide; acetic acid; at -5 - 5℃; for 0.166667h; Adding 80 g of camptothecin, 840 g of glacial acetic acid and 368 g of concentrated sulfuric acid to a 5 L reactor, and then mechanically stirring, after total dissolution80 g of propionaldehyde was added, and 102 g of hydrogen peroxide was further added thereto, and the reaction was carried out at a temperature of -5 to 5 C for 10 minutes. Add 10 kg of purified water to the system and mix itCrystal 2h, suction filtration to obtain 72.5 g of 7-ethylcamptothecin, the yield was 95.4%.
62% FeSO4·7H2O 4.2g (15.1mmol) was added to a 500mL three-necked flask.Propylaldehyde 2.18mL (30.2mmol),120 mL of water, 105 mL of glacial acetic acid, 1.75 g (5 mmol) of camptothecin, and stirred.After cooling to 5 C, 30 mL of concentrated sulfuric acid was added to obtain a yellow transparent solution.1.86 mL (17.6 mmol) of 30% H 2 O 2 was added dropwise, and the reaction was carried out at 5 to 8 C for 15 min.Pour into 500 mL of ice water, adjust the pH to 8, and precipitate a large amount of yellow solid. filter,The filter cake was washed with a small amount of water to obtain 1.22 g of 7-ethylcamptothecin, yield: 62%.
Step - a:; Camptothecin (100 g) is taken in DM water (2000 ml), adding slowly concentrated sulfuric acid (1100 ml) at a temperature ranging between 45 - 55C, further maintaining the temperature around 60C for a period 2 hours to 4 hours, cooling the mixture to about minus 3C, adding propionaldehyde (48ml) and maintaining the temperature between 0 to 3C. Adding ferrous sulphate, hydrogen peroxide (130 ml), raising the temperature up to about 30C and maintaining for about 2 hours. Charging this mixture to a solution of aqueous sodium sulphate, extracting with chloroform (3x5 I), followed by washing the chloroform layer with water, separating chloroformlayer and removing completely chloroform under vacuum up to below 45C, obtaining a residue, treating it with dimethyl formamide (3900 ml) at a temperature ranging between 80 -100C, cooling to 0 to 5C, filtering, washing with methanol, drying to obtain the required product of 7-ethylcamptothecin (68g).
  • 6
  • [ 802294-64-0 ]
  • [ 7689-03-4 ]
  • [ 78287-27-1 ]
  • 7
  • [ 78287-27-1 ]
  • [ 75-31-0 ]
  • (S)-2-(12-Ethyl-8-hydroxymethyl-9-oxo-9,11-dihydro-indolizino[1,2-b]quinolin-7-yl)-2-hydroxy-N-isopropyl-butyramide [ No CAS ]
  • 8
  • [ 78287-27-1 ]
  • [ 108-00-9 ]
  • [ 120730-44-1 ]
  • 9
  • [ 148550-34-9 ]
  • [ 78287-27-1 ]
  • [ 152266-85-8 ]
  • 10
  • [ 148550-35-0 ]
  • [ 78287-27-1 ]
  • [ 152266-85-8 ]
  • 11
  • [ 120730-50-9 ]
  • [ 78287-27-1 ]
  • [ 152266-85-8 ]
  • 12
  • [ 120730-51-0 ]
  • [ 78287-27-1 ]
  • [ 152266-85-8 ]
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