Methotrexate (CL-14377) - 10mM in DMSO , CAS No.59-05-2

CAS: 59-05-2 Cat. No.: M408860 Summenformel: C20H22N8O5 Molekulargewicht: 454.44 Beilstein Registry Number: 70669 EG-Nummer: 200-413-8 PubChem CID: 126941
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GRADE & PURITY 10mM in DMSO
Synonyms
NCI-C04671, Amethopterin, WR19039 | N-​[4-​[[(2,​4-​diamino-​6-​pteridinyl)​methyl]​methylamino]​benzoyl]​-L-​glutamic
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
Deutschland (EU)
USA*
Price
Qty
1ml
M408860-1ml
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1 Auf Lager
310,56€
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 3 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Übersicht

Information

Methotrexate (CL14377, MTX, NCI-C04671, Amethopterin, WR19039), analog of folic acid, is a nonspecific inhibitor of the dihydrofolate reductase(DHFR) of bacteria and cancerous cells as well as normal cells. It forms an inactive ternary complex with DHFR a
In vitro

Methotrexate (0.1-10 mM) induces apoptosis of in vitro activated T cells from human peripheral blood. Methotrexate achieves clonal deletion of activated T cells in mixed lymphocyte reactions. Methotrexate can selectively delete activated peripheral blood T cells by a CD95-independent pathway. [1] Methotrexate is taken up by cells via the reduced folate carrier and then is converted within the cells to polyglutamates. Methotrexate leads to diminished production of leukotriene B4 by neutrophils stimulated ex vivo. Methotrexate polyglutamates inhibit the enzyme aminoimidazolecarboxamidoadenosineribonucleotide (AICAR) transformylase more potently than the other enzymes involved in purine biosynthesis. Methotrexate is also known to suppress TNF activity by suppressing TNF-induced nuclear factor-κB activation in vitro, in part related to a reduction in the degradation and inactivation of an inhibitor of this factor, IκBα, and probably related to the release of adenosine. Methotrexate suppresses the production of both TNF and IFN-γ by T-cell-receptor-primed T lymphocytes from both healthy human donors and RA patients. Methotrexate treatment is associated with a significant decrease of TNF-α-positive CD4+ T cells, while the number of T cells expressing the anti-inflammatory cytokine IL-10 increased. [2]

In vivo

Methotrexate increases splenocyte AICAR content, raised adenosine concentrations in exudates from carrageenan-inflamed air pouches, and markedly inhibits leukocyte accumulation in inflamed air pouches in mice. Methotrexate-mediated reduction in leukocyte accumulation is partially reversed by injection of adenosine deaminase (ADA) into the air pouch, completely reverses by a specific adenosine A2 receptor antagonist, 3,7-dimethyl-1-propargylxanthine (DMPX), but not affected by an adenosine A1 receptor antagonist, 8-cyclopentyl-dipropylxanthine in mice.
Cell Data

cell lines:MV4;11, KOPN8, and K562 cells

Concentrations:

Incubation Time:

Powder Purity:≥99%

Specifications

Synonyme
NCI-C04671, Amethopterin, WR19039 | N-​[4-​[[(2,​4-​diamino-​6-​pteridinyl)​methyl]​methylamino]​benzoyl]​-L-​glutamic
Spezifikationen & Reinheit
10mM in DMSO
Biochemische und physiologische Mechanismen
Methotrexate (CL14377, MTX, NCI-C04671, Amethopterin, WR19039), analog of folic acid, is a nonspecific inhibitor of the dihydrofolate reductase(DHFR) of bacteria and cancerous cells as well as normal cells. It forms an inactive ternary complex with DHFR a
Storage
Store at -80°C
Verschickt in
Dry ice packs + Cold packs
Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.
Namen und Kennungen
Isomere SMILES
CN(CC1=CN=C2C(=N1)C(=NC(=N2)N)N)C3=CC=C(C=C3)C(=O)N[C@@H](CCC(=O)O)C(=O)O
Alternative CAS-Nummer
59-05-2,7413-34-5 (di-hydrochloride salt)
PubChem CID
126941
NSC-Nummer
740
UN-Nummer
3249
Verpackungsgruppe
II
MeSH-Eintrag
Amethopterin;Dicesium Salt Methotrexate;Hydrate, Methotrexate;Methotrexate;Methotrexate Hydrate;Methotrexate Sodium;Methotrexate, (D)-Isomer;Methotrexate, (DL)-Isomer;Methotrexate, Dicesium Salt;Methotrexate, Disodium Salt;Methotrexate, Sodium Salt;Mexate
Molekulargewicht
454.44
Beilstein
70669

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Zugehörige Ziele (menschlich)
DHFR Tclin Dihydrofolate reductase (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
TYMS Tclin Thymidylate synthase (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
FOLR2 Tchem Folate receptor beta (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
FOLR1 Tclin Folate receptor alpha (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
HMGB1 Tchem High mobility group protein B1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SLC19A1 Tchem Folate transporter 1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
SLC46A1 Tchem Proton-coupled folate transporter (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ATIC Tchem Bifunctional purine biosynthesis protein PURH (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
NCOA3 Tchem Nuclear receptor coactivator 3 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
Zertifikate (CoA, COO, BSE/TSE und Analyse-Diagramm)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemische und physikalische Eigenschaften
LöslichkeitSolubility (25°C) In vitro DMSO: 96 mg/mL (199.3 mM); Ethanol: 1.5 mg/mL (3.11 mM); Water: Insoluble;
Spezifische Drehung [α]21 ° (C=0.1, 1N NaOH)
Schmelzpunkt (°C)195 °C
FAQs und Artikel
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