Synonym
Metioprim; Ro 12-6995; Ro 126995; Ro126995; He 909; He909; He-909
IUPAC/Chemical Name
2,4-Pyrimidinediamine, 5-((3,5-dimethoxy-4-(methylthio)phenyl)methyl)-
InChi Key
HRZQMMXCASMDBP-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H18N4O2S/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)
SMILES Code
NC1=NC=C(CC2=CC(OC)=C(SC)C(OC)=C2)C(N)=N1
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
306.38
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Nielsen P, Gyrd-Hansen N, Olsen CE, Xia WJ. Pharmacokinetics and metabolism of metioprim in pigs and goats. Pharmacol Toxicol. 1987 Nov;61(5):330-4. PubMed PMID: 3438229.
2: Vergin H, Bishop-Freudling GB, Merk K, Szelenyi I. Pancreatic secretion of benzylpyrimidines. Experimental studies in dogs. Arzneimittelforschung. 1982;32(10):1302-4. PubMed PMID: 6891232.
3: Iversen P, Vergin H, Madsen PO. Renal handling and lymph concentration of tetroxoprim and metioprim: an experimental study in dogs. J Urol. 1984 Aug;132(2):362-4. PubMed PMID: 6737599.
4: Vergin H, Bishop-Freudling GB, Foing N, Szelenyi I, Armengaud H, van Tho T. Diffusion of metioprim, tetroxoprim and sulphadiazine in the cerebrospinal fluid of dogs with healthy meninges and dogs with experimental meningitis. Chemotherapy. 1984;30(5):297-304. PubMed PMID: 6488935.
5: Iversen P, Madsen PO. Trimethoprim, metioprim, tetroxoprim, and RO 10-5970 in canine bone. Acta Pharmacol Toxicol (Copenh). 1982 Nov;51(5):446-9. PubMed PMID: 7164825.
6: Vergin H, Bishop-Freudling GB, Kaiser W, Köhler M, Strobel K, Reutter FW. Pharmacokinetics of metioprim in normal subjects and patients with impaired renal function. Antimicrob Agents Chemother. 1983 Aug;24(2):190-3. PubMed PMID: 6638987; PubMed Central PMCID: PMC185136.
7: Bruun JN, Bergan T, Ostby N, Bredesen JE, Lunde PK. Pharmacokinetics of methioprim in human volunteers. Chemotherapy. 1983;29(3):178-83. PubMed PMID: 6872616.
8: Giammanco G, Salvo S, Falcidia A, Marranzano M, Sgarlata G. [Antibacterial activity of 2 trimethoprim analogs (methioprim, brodimoprim) on recently isolated Shigella]. Nuovi Ann Ig Microbiol. 1982 Mar-Jun;33(2-3):573-7. Italian. PubMed PMID: 6764800.
9: SLOTNICK IJ, SPEARS AW, TIECKELMANN H. Metabolic alteration of 2-methylthio-4-amino-5-hydroxymethylpyrimidine (methioprim). Proc Soc Exp Biol Med. 1959 Oct;102:239-42. PubMed PMID: 13831720.
10: Iversen P, Nielsen OS, Vergin H, Madsen PO. Metioprim-sulphadiazine distribution in the canine prostate. Prostate. 1981;2(4):327-35. PubMed PMID: 7329870.
11: Wüst J, Schwarzenbach J. Activity of brodimoprim and metioprim alone and in combination with sulfonamides against anaerobic bacteria. Antimicrob Agents Chemother. 1983 Mar;23(3):490-2. PubMed PMID: 6847174; PubMed Central PMCID: PMC184676.
12: Seydel JK, Wempe EG, Rosenfeld M. Bacterial growth kinetics of Escherichia coli and mycobacteria in the presence of brodimoprim and metioprim alone and in combination with sulfamerazine and dapsone (VI). Chemotherapy. 1983;29(4):249-61. PubMed PMID: 6347548.
