Synonym
Dimetacrine tartrate; Istonil; Istonyl; Linostil; Miroistonil; MO 709; SD 709;
IUPAC/Chemical Name
3-(9,9-dimethylacridin-10(9H)-yl)-N,N-dimethylpropan-1-amine (2R,3R)-2,3-dihydroxysuccinate
InChi Key
IIYKUJVECNNTEY-LREBCSMRSA-N
InChi Code
InChI=1S/C20H26N2.C4H6O6/c1-20(2)16-10-5-7-12-18(16)22(15-9-14-21(3)4)19-13-8-6-11-17(19)20;5-1(3(7)8)2(6)4(9)10/h5-8,10-13H,9,14-15H2,1-4H3;1-2,5-6H,(H,7,8)(H,9,10)/t;1-,2-/m.1/s1
SMILES Code
CC1(C)C2=C(C=CC=C2)N(CCCN(C)C)C3=CC=CC=C13.O=C(O)[C@H](O)[C@@H](O)C(O)=O
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
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
444.52
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: Ishitani R, Iwamoto T. Binding of H3-imipramine, H3-dimetacrine and S35-chlorpromazine to synaptosomes. Jpn J Pharmacol. 1978 Feb;28(1):85-92. PubMed PMID: 651018.
2: Kato H, Noguchi Y, Takagi K. Comparison of cardiovascular toxicities induced by dimetacrine, imipramine and amitriptyline in isolated guinea pig atria and anesthetized dogs. Jpn J Pharmacol. 1974 Dec;24(6):885-91. PubMed PMID: 4463275.
3: Kameyama T, Nagasaka M, Yamada K. Effects of antidepressant drugs on a quickly-learned conditioned-suppression response in mice. Neuropharmacology. 1985 Apr;24(4):285-90. PubMed PMID: 4039801.
4: Adrian RW, Jahn U. [Testing of dimetacrine and azapropazone in a carcinogen test on mice]. Arzneimittelforschung. 1969 Dec;19(12):1997-8. German. PubMed PMID: 5395891.
5: Ishitani R, Sato T, Suga T, Kitagawa H. Studies on the ultrastructural distribution of H 3 -dimetacrine in rat cerebral cortex. Jpn J Pharmacol. 1972 Jun;22(3):313-23. PubMed PMID: 4539395.
6: Gasco MR, Carlotti ME. Kinetics and mechanism of oxidation of dimetacrine, imipramine and phenothiazine drugs. Pharm Acta Helv. 1979;54(1):26-31. PubMed PMID: 432247.
7: Neye J, Fenner H. [Pharmacokinetics of dimetacrine in rats (author's transl)]. Arch Pharm (Weinheim). 1979 Jan;312(1):2-12. German. PubMed PMID: 426616.
8: Ishitani R, Iwamoto T. Distribution of H3-dimetacrine in rat cerebral cortex by electron microscopic autoradiography. Experientia. 1976 Oct 15;32(10):1306-8. PubMed PMID: 976450.
9: Ishitani R, Saito E, Kitagawa H. The pharmacological studies on dimetacrine. I. Studies on the absorption, distribution and excretion of H3-labeled dimetacrine in the rat. Jpn J Pharmacol. 1970 Sep;20(3):432-8. PubMed PMID: 5312397.
10: Biamino G, Fenner H, Neye J, Schuren KP, Ramdohr B. Comparative in vitro and in vivo studies on the effects of tricyclic antidepressants on myocardial contractility. Recent Adv Stud Cardiac Struct Metab. 1975;10:59-69. PubMed PMID: 1209005.
11: Biamino G, Fenner H, Schüren KP, Neye J, Ramdohr B, Lohmann RW. Cardiovascular side effects of tricyclic antidepressants - a risk in the use of these drugs. Int J Clin Pharmacol Biopharm. 1975 Apr;11(3):253-61. PubMed PMID: 1150371.
12: Gasco MR, Carlotti ME. Kinetics and mechanism of oxidation of dimetacrine, imipramine and phenothiazine drugs. Pharm Acta Helv. 1977;52(12):296-301. PubMed PMID: 615316.
13: Biamino G, Schüren KP, Ramdohr B, Lohmann FW. [Effect of tricyclic antidepressive agents on hemodynamics and plasms norepinephrine level in man during rest and exertion]. Z Kardiol. 1976 Mar;65(4):319-27. German. PubMed PMID: 1266277.
14: Neye J, Fenner H. [Biotransformation of dimetacrine in rats (author's transl)]. Arch Pharm (Weinheim). 1978 Dec;311(12):1042-50. German. PubMed PMID: 736760.
15: Ishitani R, Iwamoto T. Studies on the subsynaptosomal distribution of psychotropic drugs in rat cerebral cortex. Jpn J Pharmacol. 1977 Dec;27(6):755-62. PubMed PMID: 609148.
16: Sausgruber H. [Status of clinical experiments with the thymoleptic-anxiolytic, dimethacrine]. Arzneimittelforschung. 1972 Aug;22(8):1390-9. German. PubMed PMID: 4564744.
17: Melo I. [Clinical trial of dimethacrine]. Rev Med Suisse Romande. 1971 Mar;91(3):183-94. French. PubMed PMID: 5092364.
18: Abuzzahab FS Sr. A double-blind investigation of dimethacrine versus imipramine in hospitalized depressive states. Int J Clin Pharmacol. 1973 Nov;8(3):244-53. PubMed PMID: 4149236.
19: Hertrich O. [Ataractic treatment in psychiatry and general medicine. Review of drugs. 5]. Fortschr Med. 1983 Jul 14;101(26):1250, 1252. German. PubMed PMID: 6884962.
20: Taen S, Pöldinger W. [Dimethacrine (istonil), an acridane derivative with the antidepressive action]. Schweiz Med Wochenschr. 1966 Dec 3;96(48):1616-20. German. PubMed PMID: 6008540.
