CAS 137281-23-3

Pemetrexed

Description:

Pemetrexed is a multi-targeted antifolate chemotherapy agent primarily used in the treatment of certain types of cancer, particularly non-small cell lung cancer and mesothelioma. Its mechanism of action involves the inhibition of several enzymes in the folate pathway, including thymidylate synthase, dihydrofolate reductase, and glycinamide ribonucleotide formyltransferase, which are crucial for DNA synthesis and cell proliferation. Pemetrexed is administered intravenously and is often given in combination with other chemotherapeutic agents to enhance its efficacy. The drug is characterized by its structural complexity, featuring a pyrimidine ring and multiple functional groups that contribute to its biological activity. Common side effects include myelosuppression, gastrointestinal disturbances, and fatigue, necessitating careful monitoring during treatment. Additionally, patients may require supplementation with folic acid and vitamin B12 to mitigate some of the drug's toxicities. Overall, pemetrexed represents a significant advancement in targeted cancer therapy, demonstrating improved outcomes in specific patient populations.

Formula: C₂₀H₂₁N₅O₆

InChI: InChI=1S/C20H21N5O6/c21-20-24-16-15(18(29)25-20)12(9-22-16)6-3-10-1-4-11(5-2-10)17(28)23-13(19(30)31)7-8-14(26)27/h1-2,4-5,9,13H,3,6-8H2,(H,23,28)(H,26,27)(H,30,31)(H4,21,22,24,25,29)/t13-/m0/s1

InChI key: InChIKey=WBXPDJSOTKVWSJ-ZDUSSCGKSA-N

SMILES: C(CC1=CC=C(C(N[C@@H](CCC(O)=O)C(O)=O)=O)C=C1)C=2C3=C(NC2)NC(N)=NC3=O

Synonyms:

• (S)-2-(4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzamido)pentanedioic acid
• 1H-Pyrrolo[2,3-d]pyrimidine, <span class="text-smallcaps">L</span>-glutamic acid deriv.
• 4-[2-(2-Amino-4,7-dihydro-4-oxo-1H pyrodo[2,3-d]Pyrimidin-5-yl)ethyl]-benzoic Acid
• <span class="text-smallcaps">L</span>-Glutamic acid, N-[4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-
• <span class="text-smallcaps">L</span>-Glutamic acid, N-[4-[2-(2-amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-
• L-Glutamic acid, N-[4-[2-(2-amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-
• N-(4-(2-(2-Amino-3,4-dihydro-4-oxo-7H-pyrrolo(2,3-d)pyrimdin-5-yl)ethyl)benzoyl)glutamic acid
• N-(4-[2-(2-Amino-4,7-Dihydro-4-oxo-1H-pyrrolo)[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-Gluamic Acid
• N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-<span class="text-smallcaps">L</span>-glutamic acid
• N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-<span class="text-smallcaps">L</span>-glutamic acid
• N-[4-[2-(2-amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]L-Glutamic acid
• N-{4-[2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}-L-glutamic acid
• NSC 698037
• Pefloxacinmesylate Pharma-0549
• Pemetrexed
• Pemetrexed Acid
• disodium (2R)-2-({4-[2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl}amino)pentanedioate
• L-Glutamic acid, N-[4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-

Pemetrexed

CAS: 137281-23-3, 1916503-69-9

Formula: C₂₀H₂₁N₅O₆

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Blue powder to crystal

Molecular weight: 427.42

Ref: 3B-P2288

N-[4-[2-(2-amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamicacid

CAS: 137281-23-3

Formula: C₂₀H₂₁N₅O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 427.4106

Ref: IN-DA00131R

Pemetrexed

CAS: 137281-23-3

Pemetrexed (LY-231514 Disodium Hydrate), a guanine-derived antineoplastic agent, binds to and inhibits the enzyme thymidylate synthase (TS).

Formula: C₂₀H₂₁N₅O₆

Purity: 98.1% - 99.92%

Color and Shape: Similar To White Powder

Molecular weight: 427.41

Ref: TM-T0189

Pemetrexed

CAS: 137281-23-3

Formula: C₂₀H₂₁N₅O₆

Color and Shape: White To Off-White Solid

Molecular weight: 427.42

Ref: 4Z-P-681

Pemetrexed Hydrate

CAS: 137281-23-3

Pemetrexed Hydrate

Purity: 99%

Molecular weight: 427.41g/mol

Ref: 54-OR1030044

Pemetrexed

CAS: 137281-23-3

Pemetrexed

Purity: ≥98%

Molecular weight: 427.41g/mol

Ref: 54-BUP17815

Pemetrexed

CAS: 137281-23-3

Thymidylate synthase inhibitor; antifolate antineoplastic agent

Formula: C₂₀H₂₁N₅O₆

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 427.41 g/mol

Ref: 3D-FP37935

N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic Acid

Controlled Product

CAS: 137281-23-3

Applications N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic Acid, referred to as Pemetrexed, is used in the treatment of malignant pleural mesothelioma (MPM).
References Pasello, G. et al.: Anticanc. Res., 32, 5393 (2012);

Formula: C₂₀H₂₁N₅O₆

Color and Shape: Neat

Molecular weight: 427.41

Ref: TR-A604980

Pemetrexed - Bio-X ™

CAS: 137281-23-3

Pemetrexed is a chemotherapy drug that belongs to the class of drugs called folate antimetabolites. It is used for the treatment of various cancers such as non-small cell lung cancer and pleural mesothelioma. Pemetrexed targets the enzymes thymidylate synthase, dihydrofolate reductase and glycinamide ribonucleotide formyltransferase. The drug works by inhibiting those enzymes so that the formation of DNA and RNA is prevented.

Formula: C₂₀H₂₁N₅O₆

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 427.41 g/mol

Ref: 3D-BP164240

(S)-2-(4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzamido)pentanedioic acid

CAS: 137281-23-3

Purity: 95.0%

Color and Shape: Solid, Blue powder

Molecular weight: 427.4169921875

Ref: 10-F079404