Pemetrexed Chemical Properties

Density 

1.59±0.1 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

solubility 

slightly sol. in Methanol

form 

powder to crystal

pka

3.58±0.10(Predicted)

color 

White to Blue

Merck 

14,7077

CAS DataBase Reference

137281-23-3(CAS DataBase Reference)

Safety Information

RTECS 

LZ9950100

HS Code 

2933.99.9701

Hazardous Substances Data

137281-23-3(Hazardous Substances Data)

Pemetrexed Usage And Synthesis

Chemical Properties

N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid disodium salt is Off-White Solid

Uses

Pemetrexed is used in the treatment of malignant pleural mesothelioma (MPM) and erectile dysfunction therapy.

Definition

ChEBI: Pemetrexed is an N-acylglutamic acid in which the N-acyl group is specified as 4-[2-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl. Inhibits thymidylate synthase (TS), 421 dihydrofolate reductase (DHFR), and glycinamide ribonucleotide formyltransferase (GARFT). It has a role as an antineoplastic agent, an antimetabolite, an EC 2.1.1.45 (thymidylate synthase) inhibitor, an EC 1.5.1.3 (dihydrofolate reductase) inhibitor and an EC 2.1.2.2 (phosphoribosylglycinamide formyltransferase) inhibitor. It is a pyrrolopyrimidine and a N-acyl-L-glutamic acid. It is a conjugate acid of a pemetrexed(2-).

brand name

Alimta (Lilly).

Side effects

The most common side effects for pemetrexed include fatigue, nausea, vomiting, anorexia, mucositis, myelosuppression ± infection, bleeding, rash, diarrhea and ↑ LFTs.
Severe myelosuppression is often dose-limiting for pemetrexed. Sepsis, in some cases fatal, have occurred in approximately 1% of patients in clinical trials. Prophylactic folic acid and intramuscular vitamin B12 supplements are necessary to reduce hematologic or non-hematologic toxicities.
Pemetrexed may cause serious and in some cases fatal dermatologic toxicities. Rarely, StevensJohnson syndrome and toxic epidermal necrolysis have been reported.

storage

Store at +4°C

Mode of action

Pemetrexed is a pyrrolopyrimidine antifolate that exerts its antineoplastic activity by inhibiting thymidylate synthase (TS), glycinamide ribonucleotide formyltransferase (GARFT) and dihydrofolate reductase (DHFR), which are involved in folate metabolism and DNA synthesis, resulting in inhibition of purine and thymidine nucleotide synthesis.

Pemetrexed(137281-23-3)Related Product Information

• Pemetrexed Disodium
• Pemetrexed disodium hemipentahydrate
• Pemetrexed
• Pyrrolo[2,3-d]pyrimidin-4-ol
• 2-Amino-4-hydroxypyrrolo[2,3-d]pyrimidine
• CHEMBRDG-BB 9071517
• 2-AMINO-5-METHYL-3,7-DIHYDRO-4H-PYRROLO[2,3-D]PYRIMIDIN-4-ONE
• CHEMBRDG-BB 9071952
• CHEMBRDG-BB 9071469