Synonym
Isometronidazole, Izoklion; R.P. 8979
IUPAC/Chemical Name
2-Methyl-4-nitroimidazole-1-ethanol
InChi Key
RSXWJXPKLRYMHW-UHFFFAOYSA-N
InChi Code
InChI=1S/C6H9N3O3/c1-5-7-6(9(11)12)4-8(5)2-3-10/h4,10H,2-3H2,1H3
SMILES Code
OCCN1C=C([N+]([O-])=O)N=C1C
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
>3 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
171.16
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: Schreiber A, Krause M, Zips D, Dörfler A, Richter K, Vettermann S, Petersen C, Beuthien-Baumann B, Thümmler D, Baumann M. Effect of the hypoxic cell sensitizer isometronidazole on local control of two human squamous cell carcinomas after fractionated irradiation. Strahlenther Onkol. 2004 Jun;180(6):375-82. PubMed PMID: 15175873.
2: Hentschel M, Schmidt W. Pharmacokinetics of isometronidazole. Basic model and estimation of the kinetic parameters from experimental data. Pharmazie. 1992 Mar;47(3):221-4. PubMed PMID: 1615029.
3: Kob D, Lilienthal A, Bauhardt H, Merkle K, Schröder E, Schröder E, Hentschel M. [The radiation-sensitizing effect of isometronidazole following its intravesical application in bladder carcinoma. A clinical phase-II study]. Strahlenther Onkol. 1991 Sep;167(9):530-3. German. PubMed PMID: 1925936.
4: Zharkov VV, Merkle KKh, Gentshel M, Furmanchuk AV, Kurchin VP, Demidchik IuE, Moiseev PI. [The immediate results of the use of isometronidazole in the combination therapy of patients with lung cancer]. Med Radiol (Mosk). 1991;36(7):18-20. Russian. PubMed PMID: 1881282.
5: Proskurjakov SJ, Smoryzanova OA, Rjabcenko NI, Dedenkov AN. [The radiation sensitizing activity of metronidazole and iso-metronidazole (1-(2-hydroxyethyl)-2-methyl-4-nitroimidazole)]. Radiobiol Radiother (Berl). 1990;31(6):531-6. German. PubMed PMID: 2101458.
6: Siegmund W, Zschiesche M, Franke G, Peters R, Brachmann O, Scherber A. [The pharmacokinetics of 2-methyl-4-nitroimidazole-1-ethanol (isometronidazole) in man]. Pharmazie. 1988 Aug;43(8):546-8. German. PubMed PMID: 3237745.
7: Proskuriakov SIa, Smoryzanova OA, Dedenkov AN, Riabchenko NI. [Radiosensitizing and toxic action of metronidazole and isometronidazole (1-(2-hydroxyethyl)-2-methyl-4-nitroimidazole) on the cells of Ehrlich ascites cancer and hemoblastosis La in vitro]. Radiobiologiia. 1986 Nov-Dec;26(6):766-70. Russian. PubMed PMID: 3809411.
8: Riabchenko NI, Petrova KM, Proskuriakov SIa. [Radiosensitizing and toxic effect of metronidazole and its ortho-isomer 1-(2-hydroxyethyl)-2-methyl-4-nitroimidazole on Escherichia coli B/r cells]. Radiobiologiia. 1985 Nov-Dec;25(6):744-7. Russian. PubMed PMID: 3909211.
9: Magdon E. [Effect of 4-nitroimidazole (iso-metronidazole) on the radiation-induced growth retardation and therapeutic quotient of transplanted tumors]. Radiobiol Radiother (Berl). 1985;26(3):351-8. German. PubMed PMID: 4059521.
10: Magdon E, Amon I, Peters R, Schröder E. [Tissue distribution of iso-metronidazole and metronidazole in tumor-bearing C3H inbred mice]. Arch Geschwulstforsch. 1985;55(1):31-5. German. PubMed PMID: 3985767.
11: Magdon E, Schröder E. [Comparative studies on the radiosensitizing action of 4-nitroimidazole and metronidazole (author's transl)]. Arch Geschwulstforsch. 1981;51(3):225-30. German. PubMed PMID: 7271431.
12: Mészáros C, Szporny L. Urinary excretion of metronidazole and isometronidazole in the rat. Acta Physiol Acad Sci Hung. 1968;34(1):103-6. PubMed PMID: 5705047.
