Synonym
Metixene, Methixene, Methixart, CholinFall, Tremonil, Trest
IUPAC/Chemical Name
1-methyl-3-(9H-thioxanthen-9-ylmethyl)piperidine
InChi Key
MJFJKKXQDNNUJF-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H23NS/c1-21-12-6-7-15(14-21)13-18-16-8-2-4-10-19(16)22-20-11-5-3-9-17(18)20/h2-5,8-11,15,18H,6-7,12-14H2,1H3
SMILES Code
CN1CC(CC2C3=C(SC4=C2C=CC=C4)C=CC=C3)CCC1
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, not in water
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
309.47
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: Evaluation of an antispasmodic agent. Methixene hydrochloride (Trest). JAMA. 1966 Mar 7;195(10):851. PubMed PMID: 12608172.
2: Volles E, Fredrich H. [The treatment of Parkinson tremors and forms of extrapyramidal tremors with methixene. A multicenter study]. Med Welt. 1983 Jun 17;34(24):707-9. German. PubMed PMID: 6888239.
3: ABRUZZI W. THE USE OF METHIXENE HYDROCHLORIDE TO RELIEVE FUNCTIONAL GASTROINTESTINAL DISORDERS. J New Drugs. 1965 Mar-Apr;5(2):109-13. PubMed PMID: 14315148.
4: Topaloğlu C. [Follow-up studies in the treatment of extrapyramidal tremor forms with metixene]. Med Welt. 1977 Nov 25;28(47):1938-40. German. PubMed PMID: 607081.
5: Maller O, Heller S. Neutralization of extrapyramidal side-effects with Methixene. Dis Nerv Syst. 1971 Jun;32(6):409-15. PubMed PMID: 5570695.
6: Sugai T, Kimura S, Niimura K. [Effects of methixene hydrochloride on urinary tract calculi: effects as an analgesic and on spontaneous passages of stones]. Hinyokika Kiyo. 1968 Aug;14(8):605-18. Japanese. PubMed PMID: 5750163.
7: Shiraishi T, Morita K. [Pharmacological actions of 9-[(n-methyl-3-piperidyl) methyl]-thioxanthene hydrochloride (methixene) on the function of the gastrointestinal tract]. Nihon Seirigaku Zasshi. 1968;30(1):30-6. Japanese. PubMed PMID: 5692599.
8: Strang RR. A clinical evaluation of chlorphenoxamine with caffeine in the treatment of Parkinson's disease, including a comparison with methixene. J Clin Pharmacol J New Drugs. 1967 Jul-Aug;7(4):214-20. PubMed PMID: 5340692.
9: Kuromaru S, Funasaka K, Shuta K. [Treatment of disturbances of extrapyramidal system with methixene hydrochloride]. No To Shinkei. 1969 Nov;21(11):1301-9. Japanese. PubMed PMID: 5394922.
10: Vas CJ, Exley KA, Parsonage MJ. Methixene hydrochloride as an EEG activating agent. Epilepsia. 1967 Dec;8(4):252-9. PubMed PMID: 5238717.
11: Münnich JE. [Treatment of drug-induced parkinsonism-like states with a drug used in the therapy of parkinsonism (methixene HCl)]. Med Welt. 1966 Oct 1;40:2132-5. German. PubMed PMID: 5920409.
12: Van RIEZEN H. Methixene: a non-competitive antagonist of bradykinin. J Pharm Pharmacol. 1966 Oct;18(10):688-9. PubMed PMID: 4382078.
13: Clarke S, Hay GA, Vas CJ. Therapeutic action of methixene hydrochloride on Parkinsonian tremor and a description of a new tremor-recording transducer. Br J Pharmacol Chemother. 1966 Feb;26(2):345-50. PubMed PMID: 5330346; PubMed Central PMCID: PMC1510656.
14: Walash MI, Rizk M, el-Brashy A. Colorimetric determination of thioxanthenes with tetracyanoethylene. Pharm Weekbl Sci. 1986 Aug 22;8(4):234-8. PubMed PMID: 3763368.
15: Levin SL. Dualism in the effect of cholinolytics upon the human parotid gland deprived of parasympathetic control. Int J Clin Pharmacol Res. 1986;6(5):429-39. PubMed PMID: 3781706.
16: Fischer PA, Baas H. Therapeutic efficacy of R-(-)-deprenyl as adjuvant therapy in advanced parkinsonism. J Neural Transm Suppl. 1987;25:137-47. PubMed PMID: 3123600.
17: Shibano Y, Taki S, Miyamoto A, Uchikura K. Development and application of a method to investigate drug-metabolizing enzyme inhibitors using sparteine for probe of cytochrome P450 2D6 and tris(2,2'-bipyridine)ruthenium(II)-electrogenerated chemiluminescence detection. Chem Pharm Bull (Tokyo). 2011;59(2):249-53. PubMed PMID: 21297307.
18: Gerrand CH, Reddy MR, Waldram MA, Simms M. A complication of self-poisoning. Postgrad Med J. 1997 Feb;73(856):113-4. PubMed PMID: 9122091; PubMed Central PMCID: PMC2431229.
19: van Palenstein Helderman WH, Beyn W. [An anticholinergic agent, the side effect of mouth dryness and hazards for the teeth]. Ned Tijdschr Geneeskd. 1983 Dec 17;127(51):2318-21. Dutch. PubMed PMID: 6656929.
20: Hust D. [Treatment of extrapyramidal tremors in the aged]. Med Welt. 1981 May 8;32(19):743-6. German. PubMed PMID: 7231137.