The solubility of this material in DMSO has not been investigated. Other sources indicate that Methotrexate/Amethopterin is soluble in DMSO at 70 - 90 mg/mL and that stock solutions are stable for 1 month at -20°C and 1 year at -80°C. This information has not been validated. Please see the link below to review additional information available in the datasheet for the research grade Methotrexate product A6770:
https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/249/853/a6770pis.pdf
M9929
Methotrexate
meets USP testing specifications
Synonym(s):
Methotrexate hydrate, 4-Amino-10-methylfolic acid hydrate, L-4-Amino-N10-methylpteroylglutamic acid hydrate, L-Amethopterin hydrate, Antifolan hydrate, MTX hydrate, Methylaminopterin hydrate
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Select a Size
25 MG
PLN 494.00
100 MG
PLN 1,260.00
500 MG
PLN 4,216.00
About This Item
Empirical Formula (Hill Notation):
C20H22N8O5 · xH2O
CAS Number:
Molecular Weight:
454.44 (anhydrous basis)
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
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Product Name
Methotrexate, meets USP testing specifications
InChI
1S/C20H22N8O5.H2O/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30;/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27);1H2/t13-;/m0./s1
SMILES string
[H]O[H].CN(Cc1cnc2nc(N)nc(N)c2n1)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O
InChI key
FPJYMUQSRFJSEW-ZOWNYOTGSA-N
biological source
synthetic
agency
USP/NF
meets USP testing specifications
assay
98.0-102.0%
form
powder
storage condition
(Tightly closed. Dry. Keep in a well-ventilated place. )
technique(s)
activity assay: suitable
impurities
≤0.1% Residue on ignition (Ash)
≤12.0% water (Karl Fischer)
color
yellow to orange-yellow
mp
185-204 °C (365 - 399 °F)
solubility
water: insoluble
antibiotic activity spectrum
parasites
application(s)
metabolomics
microbiology
mode of action
DNA synthesis
storage temp.
−20°C
Quality Level
Gene Information
human ... DHFR(1719), DHFRP1(573971), FPGS(2356), SLC19A1(6573), TYMS(7298)
mouse ... Dhfr(13361)
rat ... Dhfr(24312)
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1 of 4
This Item | A6770 | M8407 | M7824 |
|---|---|---|---|
| mode of action DNA synthesis | mode of action - | mode of action enzyme | inhibits | mode of action - |
| antibiotic activity spectrum parasites | antibiotic activity spectrum - | antibiotic activity spectrum neoplastics, parasites | antibiotic activity spectrum - |
| technique(s) activity assay: suitable | technique(s) - | technique(s) cell culture | mammalian: suitable | technique(s) - |
| Quality Level 400 | Quality Level 200 | Quality Level 200 | Quality Level 400 |
| assay 98.0-102.0% | assay ≥98% (HPLC) | assay ≥98% (HPLC) | assay - |
| form powder | form powder | form powder | form powder |
Application
Potent inhibitor of dihydrofolate reductase and agent for antitumor studies. Use to inhibit dihydrofolate reductase in DHFR-based protein expression systems.
Potent inhibitor of dihydrofolate reductase and agent for antitumor studies. Use to inhibit dihydrofolate reductase in DHFR-based protein expression systems. Also effective in treatment of pyrimethamine-resistant Plasmodium vivax malaria parasites.
Potent inhibitor of dihydrofolate reductase and agent for antitumor studies. Use to inhibit dihydrofolate reductase in DHFR-based protein expression systems. Also shows immunosuppressive effects in, e.g., rheumatoid arthritis.
Biochem/physiol Actions
Methotrexate is an allosteric inhibititor of dihydrofolate reductase (DHFR), the enzyme that catalyzes the conversion of dihydrofolate to tetrahydrofolate. Since tetrahydrolfolate is required for purine and pyrimidine synthesis, methotrexate treatment results in the inhibition of DNA and RNA synthesis.
Other Notes
For additional information on our range of Biochemicals, please complete this form.
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Description
Pricing
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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Asma Achek et al.
EBioMedicine, 52, 102645-102645 (2020-02-06)
TLRs are some of the actively pursued drug-targets in immune disorders. Owing to a recent surge in the cognizance of TLR structural biology and signalling pathways, numerous therapeutic modulators, ranging from low-molecular-weight organic compounds to polypeptides and nucleic acid agents
Shih-Chao Lin et al.
Plants (Basel, Switzerland), 9(11) (2020-11-14)
Crotonoside, a guanosine analog originally isolated from Croton tiglium, is reported to be a potent tyrosine kinase inhibitor with immunosuppressive effects on immune cells. Due to its potential immunotherapeutic effects, we aimed to evaluate the anti-arthritic activity of crotonoside and
Acharya Balkrishna et al.
Scientific reports, 9(1), 8025-8025 (2019-05-31)
Rheumatoid arthritis (RA) is a chronic inflammatory autoimmune disorder that affects joints of hands and feet and introduces injury in secondary organs such as cardiac tissue. In the present study, we induced RA in male Balb/c mice (CAIA) using collagen-antibody
Hany Elsawy et al.
Bioscience reports, 40(6) (2020-05-28)
Methotrexate (MTX) is an efficient chemotherapeutic and immunosuppressant drug, but the hepatotoxicity of MTX limits its clinical use. Naringin (Nar) is a flavonoid derived from Citrus paradise, and has been shown to possess several pharmacological activities, including free-radical scavenging and
Christian S Kaas et al.
Biotechnology journal, 10(7), 1081-1089 (2015-05-13)
Coagulation factor VIII (FVIII) is one of the most complex biopharmaceuticals due to the large size, poor protein stability and extensive post-translational modifications. As a consequence, efficient production of FVIII in mammalian cells poses a major challenge, with typical yields
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Can this product be dissolved in DMSO? If yes, what is its solubility in DMSO?
1 answer-
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How can I determine the shelf life / expiration / retest date of this product?
1 answer-
If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdfHelpful?
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How is shipping temperature determined? And how is it related to the product storage temperature?
1 answer-
Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
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To prepare methotrexate stock solution, should methotrexate, product M9929, be dissolved in 0.1 M sodium hydroxide or 1 M?
1 answer-
Methotrexate is typically dissolved in a 0.1 M sodium hydroxide solution to prepare a stock solution. This concentration is sufficient to ensure complete dissolution, as methotrexate is slightly soluble in water. Using a 1 M sodium hydroxide solution may be too strong and could potentially alter the stability of methotrexate.
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What is the Department of Transportation shipping information for this product?
1 answer-
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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Has Product M9929, Methotrexate, been tested for cell culture applications?
1 answer-
Product M9929 has not been cell culture tested. Product M8407, Methotrexate hydrate, has been both mammalian and insect cell culture tested and is recommended to use for these applications.
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Can Product M9929, Methotrexate, be stored?
1 answer-
Alkaline stock solutions can decompose. It is best to prepare stock solutions in a minimal amount of of 1 M sodium hydroxide, then dilute with saline or medium. Solutions can be stored at -20°C for about one month. Solutions can be stored for about 1 week at 2-8°C.
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What does the description of "meets USP testing specification" signify?
1 answer-
The product has been tested according to the specifications in the monograph of the United States Pharmacopoeia.
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What is the solubility of Methotrexate, Product M9929?
1 answer-
Methotrexate is practically insoluble in water. It does dissolve in solutions of mineral acids (such as HCl) and in dilute solutions of alkali hydroxides. A solution can be prepared in 0.1 M sodium hydroxide at 20 mg/ml (may require some heating).
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How can I sterilize Product M9929, Methotrexate solutions?
1 answer-
Solutions can be sterile filtered.
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