Pemetrexed | CAS No. 137281-23-3

Pemetrexed

Basic Information

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CAS Number

137281-23-3

Molecular Formula

C20H21N5O6

Molecular Weight

427.42 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Amines

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

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Density

1.59

Refractive Index

1.723

SMILES

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Nc1nc2[nH]cc(CCc3ccc(cc3)C(=O)N[C@@H](CCC(=O)O)C(=O)O)c2c(=O)[nH]1

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

InChIKey

WBXPDJSOTKVWSJ-ZDUSSCGKSA-N

LogP

0.6663999999999994

Topological Polar Surface Area

191.26 Å²

Hydrogen Bond Donor/Acceptor

7 / 11

Complexity

748

Safety Information

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Hazard Statement

H341 Suspected of causing genetic defects
Germ cell mutagenicity

H361 Suspected of damaging fertility or the unborn child
Reproductive toxicity

H373 Causes damage to organs through prolonged or repeated exposure
Specific target organ toxicity, repeated exposure

Synonyms & References

English

(S)-2-(4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzamido)pentanedioic acid
PEMETREXED ACID
PEMETREXED
N-(4-[2-(2-Amino-4,7-Dihydro-4-oxo-1H-pyrrolo)[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-Gluamic Acid
L-Glutamic acid, N-[4-[2-(2-amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-
Premetred disodium
PEFLOXACINMESYLATE PHARMA-0549
Pemetrexed Hydrate
(2S)-2-[[4-[2-(2-amino-4-oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acid
(S)-2-(4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo-[2,3-d]pyrimidin-5-yl)ethyl)benzamido)pentanedioic acid
(S)-2-(4-(2-(2-Amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzamido)pentanedioic 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]L-Glutamic acid
Pemetrexed disodium
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
1juj
Alimta
LY231514
LY-231514
LYA
N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid
04Q9AIZ7NO
Pemetrexed [INN:BAN]
Alimta (TN)
(S)-2-(4-(2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-
N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic Acid
Pemetrexed
(4-(2-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoyl)-L-glutamic acid

MDL Number

MFCD00902635

Customs Code

2933990090

FAQ

What are the physical and chemical properties of Pemetrexed (CAS: 137281-23-3)?

Pemetrexed is a white to off-white crystalline powder with a molecular weight of approximately 379.88 g/mol. It is poorly soluble in water but soluble in ethanol and acetonitrile. It is highly reactive towards metal ions and susceptible to hydrolysis under acidic or basic conditions.

How is Pemetrexed (CAS: 137281-23-3) typically synthesized?

Pemetrexed is typically synthesized via a multi-step process involving nucleophilic substitution reactions. The key step involves the coupling of a 5,4′-diaminopurine with a 4-aminolevulinic acid derivative. This process often requires the use of catalytic amounts of a tertiary amine and metal catalysts like palladium to achieve high selectivity and yield.

What industries use Pemetrexed (CAS: 137281-23-3)?

Pemetrexed is primarily used in the pharmaceutical industry, specifically for the treatment of cancer. It is also of interest in the development of new drugs and as a precursor in the synthesis of other bioactive compounds. Limited applications exist in the polymer and chemical industries for research purposes.

What precautions should be taken when handling Pemetrexed (CAS: 137281-23-3)?

Pemetrexed should be handled in a well-ventilated area with the use of personal protective equipment (PPE), including gloves, goggles, and a lab coat. It should be stored in a cool, dry place away from oxidizers and strong acids. In case of a spill, it should be handled according to the Material Safety Data Sheet (MSDS) guidelines, and the area should be well-ventilated. Handling should be done in a fume hood to minimize exposure.