Fosaprepitant | CAS No. 172673-20-0

Fosaprepitant

Basic Information

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CAS Number

172673-20-0

Molecular Formula

C23H22F7N4O6P

Molecular Weight

614.4 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Insecticides

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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CC(C1=CC(=CC(=C1)C(F)(F)F)C(F)(F)F)OC2C(N(CCO2)CC3=NN(C(=O)N3)P(=O)(O)O)C4=CC=C(C=C4)F

InChI

InChI=1S/C23H22F7N4O6P/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)40-20-19(13-2-4-17(24)5-3-13)33(6-7-39-20)11-18-31-21(35)34(32-18)41(36,37)38/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H,31,32,35)(H2,36,37,38)/t12-,19+,20-/m1/s1

InChIKey

BARDROPHSZEBKC-OITMNORJSA-N

LogP

4.3663000000000025

Topological Polar Surface Area

129.91 Å²

Hydrogen Bond Donor/Acceptor

3 / 10

Complexity

997

Synonyms & References

English

[3-[[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]methyl]-5-oxo-2H-1,2,4-triazol-1-yl]phosphonic acid
Ivemend
Phosphonic acid, (3-((2-(1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)-4-morpholinyl)methyl)-2,5-dihydro-5-oxo-1H-1,2,4-triazol-1-yl)-, (2R-(2alpha(R*),3alpha))-
AKOS025149465
Phosphonic acid, (3-(((2R,3S)-2-((1R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)-4-morpholinyl)methyl)-2,5-dihydro-5-oxo-1H-1,2,4-triazol-1-yl)-
(3-{[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]methyl}-5-oxo-2,5-dihydro-1H-1,2,4-triazol-1-yl)phosphonic acid
AC-25507
Fosaprepitant (INN)
6L8OF9XRDC
L 785,298
L-785,298
FOSAPREPITANT [MI]
[3-[[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]methyl]-5-oxo-4H-1,2,4-triazol-1-yl]phosphonic acid
FOSAPREPITANT [VANDF]
BARDROPHSZEBKC-OITMNORJSA-O
EN300-37158610
L785,298
GTPL7623
Emend for injection
DB06717
CHEMBL1199324
AM84605
NSC-794608
D10895
FOSAPREPITANT [MART.]
NS00006479
Q5473324
Fosaprepitant dimeglumine
CS-1760
BCP9000702
DTXSID801021651

MDL Number

MFCD00942401

FAQ

What are the physical and chemical properties of Fosaprepitant (CAS: 172673-20-0)?

Fosaprepitant (CAS: 172673-20-0) is a white to off-white crystalline powder with a molecular weight of approximately 413.53 g/mol. It has poor water solubility but is soluble in organic solvents like ethanol. Chemically, it is stable under normal storage conditions but may degrade under strong acidic or basic conditions. It is a prodrug that is converted to aprepitant, an antagonist of the chemokine receptor 1 (CKR-1), in the body.

How is Fosaprepitant (CAS: 172673-20-0) typically synthesized?

Fosaprepitant is synthesized through a multi-step process involving the use of Grignard reagents and Suzuki coupling reactions. The key steps include the formation of ester intermediates and the reduction of the ester to the corresponding alcohol. The final step involves the conversion to the prodrug form. The synthesis typically achieves high yields and high selectivity, making it suitable for pharmaceutical production.

What industries use Fosaprepitant (CAS: 172673-20-0)?

Fosaprepitant (CAS: 172673-20-0) is primarily used in the pharmaceutical industry. It is an important drug compound used in the treatment of nausea and vomiting associated with chemotherapy. While not directly used in industries like polymers or semiconductors, the chemokine receptor 1 (CKR-1) antagonism it provides is of interest in research for its potential in other therapeutic areas.

What precautions should be taken when handling Fosaprepitant (CAS: 172673-20-0)?

When handling Fosaprepitant (CAS: 172673-20-0), it is essential to wear appropriate personal protective equipment (PPE), including gloves and protective eyewear. Storage should be in a cool, dry place away from direct sunlight. Fume hoods should be used during handling to minimize inhalation risks. In case of spill, immediately clean up with appropriate absorbents and dispose of materials according to the Material Safety Data Sheet (MSDS/SDS). Always consult the SDS for detailed safety information.