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Pemetrexed Disodium Heptahydrate

Product Name
Pemetrexed Disodium Heptahydrate
CAS No.
357166-29-1
Chemical Name
Pemetrexed Disodium Heptahydrate
Synonyms
CS-248;Pemetrexed disodium(7HO);7-dihydro-4-oxo-3H-pyrrolo[2;PeMetrexed disodiuM 7-hydrate;Pemetrexed Disodium (1500659);Pemetrexed disodium hepthydrate;Pemetrexed (sodium salt hydrate);Pemetrexed for system suitability;Pemetrexed disodium 7 hydrate (CEP);Pemetrexed disodium heptahydrate CRS
CBNumber
CB82509918
Molecular Formula
C20H24N5NaO7
Formula Weight
469.43
MOL File
357166-29-1.mol
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Pemetrexed Disodium Heptahydrate Property

storage temp. 
2-8°C
solubility 
H2O: soluble30mg/mL, clear
form 
powder
color 
white to beige
Stability:
Stable for 1 year as supplied. Solutions in distilled water may be stored at -20° for up to 31month.
InChI
InChI=1/C20H21N5O6.Na.H2O.H/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);;1H2;/t13-;;;/s3
InChIKey
AEZRDYKQLPDYEH-YTCXBBKHNA-N
SMILES
C(C1=CNC2NC(N)=NC(=O)C1=2)CC1C=CC(C(=O)N[C@H](C(=O)O)CCC(=O)O)=CC=1.[NaH].O |&1:20,r|
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29335990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H341Suspected of causing genetic defects

H372Causes damage to organs through prolonged or repeated exposure

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR1596
Product name
Pemetrexed for system suitability
Packaging
500mg
Price
$105
Updated
2024/03/01
Sigma-Aldrich
Product number
1500659
Product name
Pemetrexed for system suitability
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
100mg
Price
$436
Updated
2024/03/01
Cayman Chemical
Product number
14269
Product name
Pemetrexed (sodium salt hydrate)
Purity
≥98%
Packaging
5mg
Price
$61
Updated
2024/03/01
Cayman Chemical
Product number
14269
Product name
Pemetrexed (sodium salt hydrate)
Purity
≥98%
Packaging
10mg
Price
$112
Updated
2024/03/01
Sigma-Aldrich
Product number
Y0001539
Product name
Pemetrexed disodium heptahydrate
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0001539
Price
$153
Updated
2024/03/01
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Pemetrexed Disodium Heptahydrate Chemical Properties,Usage,Production

Description

Pemetrexed Disodium Heptahydrate(357166-29-1) is a multi-targeted antifolate with antitumor activity. Its formal name is N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid disodium salt hydrate. It potently inhibits folate-dependent enzymes involved in both purine and pyrimidine synthesis including thymidylate synthase (Ki?= 109 nM), dihydrofolate reductase (Ki?= 7 nM), glycinamide ribonucleotide formyltransferase (Ki?= 9.3 μM), and aminoimidazole carboxamide ribonucleotide formyltransferase (Ki?= 3.6 μM). It is a clinically useful anticancer agent. Indirectly activates the metabolic kinase AMPK and consequently influences the mTORC1 pathway in human carcinomas. Activation of AMPK is associated with pemetrexed resistance. Induces G0/G1-phase cell cycle arrest in esophageal squamous cell carcinoma cells.

Uses

Pemetrexed Disodium Heptahydrate is an chemotherapy drug for the treatment of pleural mesothelioma and non-small cell lung cancer. Pemetrexed Disodium Heptahydrate exhibit inhibitory activities towards thymidylate synthase as well as other folate dependent enzymes.

Uses

These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Definition

ChEBI: Pemetrexed disodium heptahydrate is an organic sodium salt that is the heptahydrate form of pemetrexed disodium. Inhibits thymidylate synthase (TS), 421 dihydrofolate reductase (DHFR), and glycinamide ribonucleotide formyltransferase (GARFT). It has a role as an antimetabolite, an antineoplastic agent, an EC 1.5.1.3 (dihydrofolate reductase) inhibitor, an EC 2.1.1.45 (thymidylate synthase) inhibitor and an EC 2.1.2.2 (phosphoribosylglycinamide formyltransferase) inhibitor. It is an organic sodium salt and a hydrate. It contains a pemetrexed disodium.

General Description

Pemetrexed Disodium Heptahydrate secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Pemetrexed is an anionic anticancer drug with a narrow therapeutic index. As a folate anti metabolite, it acts as an inhibitor of thymidylate synthase. It can act effectively against a broad-spectrum of solid tumors such as non-small-cell lung and breast cancers in clinical trials. It is also effective against both dihydrofolate reductase and glycinamide ribonucleotide formyl transferase.

Biochem/physiol Actions

Pemetrexed exhibits its activity against several tumors such as colorectal, breast, gastric, pancreatic, and cervical cancer. It acts as a substrate for multidrug resistance protein transporters.

in vitro

Pemetrexed (LY231514) disodium is a novel classical antifolate, the antitumor activity of which may result from simultaneous and multipie inhibition of several key folate-requiring enzymes via its polyglutamated metabolites. Pemetrexed (LY231514) is one of the best substrates that is known for the enzyme FPGS (Km=1.6 μM and Vmax/Km=621). It is likely that polyglutamation and the polyglutamated metabolites of LY231514 play profound roles in determining both the selectivity and the antitumor activity of this novel agent. Whereas LY23l5l4 only moderately inhibits TS (Ki=340 nM, recombinant mouse), the pentaglutamate of LY23l5l4 is 100-fold more potent (Ki=3.4 nM), making LY231514 one of the most potent folate-based TS inhibitors.

in vivo

The group of mice treated with PC61 plus Pemetrexed demonstrates statistically longer survival than other groups. In a survival analysis, significantly better survival is observed in the group of mice treated with PC61 plus Pemetrexed compare with those treated with PC61 alone, rat IgG plus Pemetrexed, or no treatment.

References

1) Shih?et al.?(1997),?LY231514, a pyrrolo[2,3-d]pyrimidine-based antifolate that inhibits multiple folate-requiring enzymes; Cancer Res.?57?1116 2) Hanauske?et al. (2001),?Pemetrexed disodium: a novel antifolate clinically active against multiple solid tumors; Oncologist?6?363 3) Rothbart?et al. (2010),?Pemetrexed indirectly activates the metabolic kinase AMPK in human carcinomas; Cancer Res.?70?10299 4) Qin?et al.?(2019),?AMPK activation induced in pemetrexed-treated cells is associated with development of drug resistance independently of target enzyme expression; Mol. Oncol.?13?1419 5) Li?et al.?(2019),?Pemetrexed exerts anticancer effects by inducing G0/G1-phase cell cycle arrest and activating the NOXA/Mcl-1 axis in human esophageal squamous cell carcinoma cells; Oncol. Lett.?17?1851

Pemetrexed Disodium Heptahydrate Preparation Products And Raw materials

Raw materials

Preparation Products

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Pemetrexed Disodium Heptahydrate Suppliers

Jinan Yuantai Pharmaceutical Co.,Ltd
Tel
0531-69959492 18560053868
Fax
0531-88603458
Email
85349064@qq.com
Country
China
ProdList
154
Advantage
58
HONEST PHARM CO.,LTD.
Tel
0531-59840128 19353175568
Fax
QQ:3379530787
Email
zpy8217@163.com
Country
China
ProdList
507
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9414
Advantage
66
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
Shanghai Sphchem Co., Ltd.
Tel
21-21-56491756 13512199871
Fax
021-5649-1756
Email
sales@panhongchem.com
Country
China
ProdList
3999
Advantage
55
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14055
Advantage
65
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
Country
China
ProdList
9891
Advantage
58
The future of Shanghai Industrial Co., Ltd.
Tel
021-61552785
Fax
021-55660885
Email
sales@shshiji.com
Country
China
ProdList
9545
Advantage
55
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View Lastest Price from Pemetrexed Disodium Heptahydrate manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Pemetrexed disodium hepthydrate 357166-29-1
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
500kg
Release date
2021-09-11
Hebei Yanxi Chemical Co., Ltd.
Product
Pemetrexed disodium heptahydrate 357166-29-1
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20tons
Release date
2023-10-12
SHANDONG BOYUAN PHARMACEUTICAL CO., LTD.
Product
Pemetrexed disodium hepthydrate 357166-29-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99.7% HPLC
Supply Ability
500000
Release date
2023-09-05

357166-29-1, Pemetrexed Disodium HeptahydrateRelated Search:


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