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Cat. No.: HY-121151

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(±)-Methotrexate

Name: (±)-Methotrexate
Brand: MedChemExpress
SKU: HY-121151
Availability: PreOrder

(Synonyms: (±)-Amethopterin; (±)-CL14377; (±)-WR19039)

(±)-Methotrexate ((±)-Amethopterin; (±)-CL14377; (±)-WR19039) is the racemate of Methotrexate (HY-14519). Methotrexate is an orally active antifolate (Antifolate). Methotrexate inhibits dihydrofolate reductase (DHFR), blocks tetrahydrofolate production, suppresses purine/pyrimidine synthesis and transmethylation, and causes intracellular accumulation of AICAR. Methotrexate promotes extracellular adenosine release, regulates the cytokine network, and inhibits the alarmin function of HMGB1. Methotrexate induces apoptosis and cytotoxicity, upregulates the expression of iNOS and COX-2, suppresses hippocampal neurogenesis, and induces pulmonary fibrosis. Methotrexate is used in the research of various immune and inflammation-related diseases such as arthritis, psoriasis, systemic lupus erythematosus, as well as pulmonary fibrosis and breast cancer.

For research use only. We do not sell to patients.

CAS No.: 60388-53-6
Formula: C₂₀H₂₂N₈O₅
Molecular Weight:454.44

Storage:

Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month

(±)-Methotrexate Chemical Structure

CAS No.: 60388-53-6

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Antibody-Drug Conjugates

One-stop solution for XDC (ADC/PDC/RDC/ApDC/FDC/ISAC/VDC/SMDC)

Biological Activity
- Description
- IC₅₀ & Target
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References
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Biological Activity

Description

IC₅₀ & Target

^[5]^[1]

COX-2

IL-8

iNOS

All NO Synthase Isoforms :

All COX Isoforms :

All Interleukin Related Isoforms :

In Vitro

Innate ImmunityLocal Vascular RegulationOthersApoptosisAnti-cancer

Innate Immunity

Local Vascular Regulation

(±)-Methotrexate at high concentrations stimulates adenosine secretion of endothelial cells, fibroblasts and peripheral blood monocytes, and this effect is amplified under metabolic stress; it further modulates macrophage function through adenosine and suppresses peripheral blood mononuclear cells from producing immunoglobulins, rheumatoid factors and spontaneous IL-8, which may be attributed to the reduction of intracellular polyamine levels^[1].

Others

(±)-Methotrexate (MTX) (0.01-100 μM; 72 h) induces dose-dependent cytotoxicity in primary mouse alveolar epithelial cells (MAEC) and primary mouse lung fibroblasts (MLF)^[4].

Apoptosis

(±)-Methotrexate (1 μM; 12-48 h) induces significant time-dependent apoptosis in primary mouse alveolar epithelial cells (MAEC), but exerts no significant pro-apoptotic effect on primary mouse lung fibroblasts (MLF) under the same conditions^[4].

Anti-cancer

(±)-Methotrexate (0.5-5 μM; 24 h) dose-dependently enhances cytotoxicity and reduces cell viability in FM3A breast cancer cells^[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Innate ImmunityCytokines & ChemokinesOthers

Innate Immunity

Cytokines & Chemokines

(±)-Methotrexate (low dose; intraperitoneal injection; weekly) exerts anti-inflammatory effects by enhancing the extracellular adenosine signaling pathway mediated by ADORA2A and ADORA3 receptors, reducing leukocyte accumulation and TNF-α accumulation at inflammatory sites, while inducing liver fibrosis in hepatotoxin models via this pathway^[2].

Others

(±)-Methotrexate (3 mg/kg; p.o.; daily; days 21-35) induces pulmonary fibrosis in male C57BL/6J mice in a time-dependent manner^[4].

Innate Immunity

(±)-Methotrexate (40 mg/kg; i.p.; single dose) induces hippocampal dysfunction in both FM3A-inoculated breast cancer mice and tumor-free healthy mice, including significant depression-like behaviors, cognitive impairment, reduced hippocampal neurogenesis, and upregulated expression of pro-inflammatory enzymes^[5].
(±)-Methotrexate (MTX) (2 mg/kg; i.p.; once weekly for 5 consecutive weeks) is effective against Freund's complete adjuvant-induced arthritis^[6].
(±)-Methotrexate (1 mg/kg, intraperitoneal injection, once a week for 5 weeks) combined with Curcumin (HY-N0005, 30 mg/kg and 100 mg/kg, intraperitoneal injection, three times a week for 5 weeks) exhibits remarkable anti-arthritic effects and protective activity against hematotoxicity^[6].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Related Protocols :

Chemical Information

CAS No. 60388-53-6
Appearance Solid
Molecular Weight 454.44
Formula C₂₀H₂₂N₈O₅
Color Yellow to brown
SMILES

O=C(C(CCC(O)=O)NC(C1=CC=C(C=C1)N(C)CC2=NC3=C(N=C(N=C3N=C2)N)N)=O)O
Synonyms

(±)-Amethopterin; (±)-CL14377; (±)-WR19039
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
In solvent	-80°C	6 months
	-20°C	1 month

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (280 KB)
SDS (644 KB)
- English - EN (644 KB)
- Français - FR (644 KB)
- Deutsch - DE (644 KB)
- Norwegian - NO (644 KB)
- Español - ES (644 KB)
- Swedish - SV (644 KB)
- Italian - IT (644 KB)
- Korean - KR (644 KB)
- Portuguese - PT (644 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Cronstein BN, et al. The mechanism of action of methotrexate. Rheumatic diseases clinics of North America. 1997 Nov;23(4):739-55. [Content Brief]

[2]. Bedoui Y, et al. Methotrexate an Old Drug with New Tricks. International journal of molecular sciences. 2019 Oct 10;20(20):5023. [Content Brief]

[3]. Feagan B G, Rochon J, Fedorak R N, et al. Methotrexate for the Treatment of Crohn's Disease. N Engl J Med, 1995, 332(5): 292-297.

[4]. Ohbayashi M, et al. Induction of pulmonary fibrosis by methotrexate treatment in mice lung in vivo and in vitro. The Journal of toxicological sciences. 2010 Oct;35(5):653-61. [Content Brief]

[5]. Yang M, et al. Acute treatment with methotrexate induces hippocampal dysfunction in a mouse model of breast cancer. Brain research bulletin. 2012 Oct 01;89(1-2):50-6. [Content Brief]

[6]. Banji D, et al. Evaluation of the concomitant use of methotrexate and curcumin on Freund's complete adjuvant-induced arthritis and hematological indices in rats. Indian J Pharmacol. 2011 Sep;43(5):546-50. [Content Brief]

Calculators

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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Biological Activity
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- IC₅₀ & Target
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References

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(±)-Methotrexate

All NO Synthase Isoforms

All COX Isoforms

All Interleukin Related Isoforms