Synonym
Methantheline Bromide; Banthine; Dixamone bromide; Methanthelinium bromide; Frenogastrico; Asabaine; dixamon; bromide methantheline; methantheline bromide; Vagantin;
IUPAC/Chemical Name
diethyl-methyl-[2-(9H-xanthene-9-carbonyloxy)ethyl]azanium;bromide
InChi Key
PQMWYJDJHJQZDE-UHFFFAOYSA-M
InChi Code
InChI=1S/C21H26NO3.BrH/c1-4-22(3,5-2)14-15-24-21(23)20-16-10-6-8-12-18(16)25-19-13-9-7-11-17(19)20;/h6-13,20H,4-5,14-15H2,1-3H3;1H/q+1;/p-1
SMILES Code
CC[N+](C)(CC)CCOC(=O)C1C2=CC=CC=C2OC3=CC=CC=C13.[Br-]
Appearance
Yellow to orange Solid powder
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
Biological target:
Methantheline Bromide is a synthetic antispasmodic
|
Solvent |
mg/mL |
mM |
comments |
| Solubility |
| Soluble in DMSO |
0.0 |
0.00 |
|
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
420.34
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: Müller C, Berensmeier A, Hamm H, Dirschka T, Reich K, Fischer T, Rzany B.
Efficacy and safety of methantheline bromide (Vagantin(®) ) in axillary and
palmar hyperhidrosis: results from a multicenter, randomized, placebo-controlled
trial. J Eur Acad Dermatol Venereol. 2013 Oct;27(10):1278-84. doi:
10.1111/j.1468-3083.2012.04708.x. Epub 2012 Sep 25. PubMed PMID: 23004926.
2: [Hyperhidrosis. Effective reduced sweating with methantheline bromide]. MMW
Fortschr Med. 2012 May 31;154(10):68-9. German. PubMed PMID: 22803247.
3: Newburger J, Kotenbauder HB. The effect of ion-pair formation on the lethal
dose of methantheline bromide. Life Sci. 1977 Feb 15;20(4):627-30. PubMed PMID:
14290.
4: NOGAMI H, AWAZU S, IWATSURU M. STUDIES ON DECOMPOSITION AND STABILIZATION OF
DRUGS IN SOLUTION. XIV. STABILIZATION OF METHANTHELINE BROMIDE AND CHOLINE
DERIVATIVES IN AQUEOUS SOLUTION BY SURFACE-ACTIVE AGENTS. Chem Pharm Bull
(Tokyo). 1963 Oct;11:1251-5. PubMed PMID: 14075277.
5: PIRINOLI M. [The inhibition of gastric acidity by the action of
anticholinergic agents. Comparative study of the action of methantheline bromide
and isopropamide iodide on the chlorhydria or normal and ulcerous persons, by
means of the carboxylic resin method of cation exchange]. Prensa Med Argent. 1961
Dec 15;48:3356-62. Spanish. PubMed PMID: 14486890.
6: OLINGER AM Jr. Reduction of salivation by addition of methantheline bromide to
local anesthetics: a preliminary report. J Am Dent Assoc. 1960 Nov;61:548-54.
PubMed PMID: 13730734.
7: NOGAMI H, HORIOKA M, AWAZU S, YAMADA H. Studies on decomposition and
stabilization of drugs in solution. II. Chemical kinetic studies on aqueous
solution of methantheline bromide. Chem Pharm Bull (Tokyo). 1958 Jun;6(3):277-82.
PubMed PMID: 13573485.
8: CHIRON AE, LEAR E, PALLIN IM. Methantheline bromide in pediatric
premedication; a three year survey. N Y State J Med. 1958 Mar 1;58(5):682-6.
PubMed PMID: 13517542.
9: TAJIMA L. Banthine (methantheline bromide) as a premedication drug in
pediatric anesthesia. Ill Med J. 1956 Feb;109(2):85-6. PubMed PMID: 13294875.
10: NASIO J. [Treatment of gastroduodenal ulcer with banthine methantheline
bromide]. Medizinische. 1954 Nov 20;47:1582-4. German. PubMed PMID: 13235125.
11: FREEDMAN MA, HALLENBECK GA. Break-through of intestinal activity from
inhibition by methantheline bromide. J Lab Clin Med. 1954 Mar;43(3):452-4. PubMed
PMID: 13143334.
12: NASIO J. [Therapy of gastroduodenal ulcer with methantheline bromide
(banthine)]. Dtsch Z Verdau Stoffwechselkr. 1954;14(2-3):69-74. Undetermined
Language. PubMed PMID: 13182923.
13: METHANTHELINE bromide, banthine bromide (searle);
beta-diethylmethylaminoethyl 9-xanthenecarboxylate bromide. Minn Med. 1953
Dec;36(12):1275. PubMed PMID: 13111045.
14: FILIPPINI BATTISTELLI U, BELELLI E. [Use of methantheline bromide in therapy
of gastroduodenal ulcer]. Minerva Med. 1953 Jun 2;44(44):1480-5. Undetermined
Language. PubMed PMID: 13072077.
15: NASIO J. [Methantheline bromide in the treatment of gastroduodenal ulcer].
Rev Med Cubana. 1953 Mar-Apr;64(3-4):81-8. Undetermined Language. PubMed PMID:
13101043.
16: ARMER AL. Methantheline bromide as premedication for oral surgery. J Oral
Surg (Chic). 1953 Jan;11(1):22-3. PubMed PMID: 13023477.
17: YLVISAKER RS. The use of methantheline bromide (banthine) in peptic ulcer and
other gastrointestinal disorders; with special reference to its abuses. Minn Med.
1952 Jul;35(7):639-40; passim. PubMed PMID: 12992835.
18: Wilson EL Jr, Whitsett LD, Whitsett TL. Effect of methantheline bromide and
clonidine hydrochloride on salivary secretion. J Prosthet Dent. 1984
Nov;52(5):663-5. PubMed PMID: 6149315.
19: Hebjorn S. Treatment of detrusor hyperreflexia in multiple sclerosis: a
double-blind, crossover clinical trial comparing methantheline bromide
(Banthine), flavoxate chloride (Urispas) and meladrazine tartrate (Lisidonil).
Urol Int. 1977;32(2-3):209-17. PubMed PMID: 20683.
20: HAGEN H, OLTERS E. [Treatment of acute and chronic diseases of the pancreas
with methantheline bromide (MTB 51 or banthine)]. Dtsch Med Wochenschr. 1956 Oct
5;81(40):1615-6. German. PubMed PMID: 13375252.
