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

CAS: 59-05-2 Cat. No.: M408860 Formula: C₂₀H₂₂N₈O₅ Peso molecolare: 454.44 Beilstein Registry Number: 70669 Numero EC: 200-413-8 PubChem CID: 126941

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

Panoramica

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

Sinonimi

NCI-C04671, Amethopterin, WR19039 | N-​[4-​[[(2,​4-​diamino-​6-​pteridinyl)​methyl]​methylamino]​benzoyl]​-L-​glutamic

Specifiche e purezza

10mM in DMSO

Meccanismi biochimici e fisiologici

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

Condizioni di conservazione di stoccaggio

Store at -80°C

Spedito in

Dry ice packs + Cold packs

Questo prodotto richiede spedizione a catena fredda. I servizi di terra e altri servizi economici non sono disponibili.

Nomi e identificatori

• Isomeri 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
• CAS alternativo: 59-05-2,7413-34-5 (di-hydrochloride salt)
• PubChem CID: 126941
• Numero NSC: 740
• Numero UN: 3249
• Gruppo di imballaggio: II
• Termini MeSH: 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
• Peso molecolare: 454.44
• Beilstein: 70669

Obiettivi associati (umani)

DHFR Tclin Dihydrofolate reductase (0 Activities)

Discover Target: DHFR

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

TYMS Tclin Thymidylate synthase (0 Activities)

Discover Target: TYMS

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

FOLR2 Tchem Folate receptor beta (0 Activities)

Discover Target: FOLR2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

FOLR1 Tclin Folate receptor alpha (0 Activities)

Discover Target: FOLR1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

HMGB1 Tchem High mobility group protein B1 (0 Activities)

Discover Target: HMGB1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SLC19A1 Tchem Folate transporter 1 (0 Activities)

Discover Target: SLC19A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

SLC46A1 Tchem Proton-coupled folate transporter (0 Activities)

Discover Target: SLC46A1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ATIC Tchem Bifunctional purine biosynthesis protein PURH (0 Activities)

Discover Target: ATIC

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

NCOA3 Tchem Nuclear receptor coactivator 3 (0 Activities)

Discover Target: NCOA3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Proprietà chimiche e fisiche

• Solubilità: Solubility (25°C) In vitro DMSO: 96 mg/mL (199.3 mM); Ethanol: 1.5 mg/mL (3.11 mM); Water: Insoluble
• Rotazione specifica [α]: 21 ° (C=0.1, 1N NaOH)
• Punto di fusione (°C): 195 °C