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Otilonium bromide

CAS No.
26095-59-0
Chemical Name:
Otilonium bromide
Synonyms
Otilonium;OCTYLONIUM BROMIDE;Spasmomen;SPASMONEN;SP-63;Spasen;Doralin;Menoctyl;Pasminox;Spasmome
CBNumber:
CB6712880
Molecular Formula:
C29H43BrN2O4
Molecular Weight:
563.58
MDL Number:
MFCD00211142
MOL File:
26095-59-0.mol
MSDS File:
SDS
Last updated:2023-09-19 17:22:06

Otilonium bromide Properties

Melting point 130-133°C
storage temp. -20°C
solubility DMSO (Slightly), Methanol (Slightly)
form powder
color white to beige
CAS DataBase Reference 26095-59-0(CAS DataBase Reference)
FDA UNII 21HN3N72PV
ATC code A03AB06

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P305+P351+P338
Toxicity LD50 in mice (mg/kg) 87.0 i.p.
NFPA 704
0
1 0

Otilonium bromide price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1454 Otilonium bromide ≥98% (HPLC) 26095-59-0 5MG $108 2023-06-20 Buy
Sigma-Aldrich SML1454 Otilonium bromide ≥98% (HPLC) 26095-59-0 25MG $438 2023-06-20 Buy
Cayman Chemical 29907 Otilonium (bromide) 26095-59-0 10mg $106 2024-03-01 Buy
Cayman Chemical 29907 Otilonium (bromide) 26095-59-0 100mg $826 2024-03-01 Buy
Cayman Chemical 29907 Otilonium (bromide) 26095-59-0 50mg $467 2024-03-01 Buy
Product number Packaging Price Buy
SML1454 5MG $108 Buy
SML1454 25MG $438 Buy
29907 10mg $106 Buy
29907 100mg $826 Buy
29907 50mg $467 Buy

Otilonium bromide Chemical Properties,Uses,Production

Pharmacological effects

Otilonium bromide is an anticholinergic and antispasmodic drug. Its trade name is Siba Min. It can regulate the flow of calcium between intestinal smooth muscle extracellular and intracellular calcium pools. It is selective to gastrointestinal smooth muscle, and it has strong antispasmodic effect. It is applied to all motor function hyperthyroidism, and spasm reaction for different reasons and different parts as well as smooth muscle fibers pathological atrophy caused spasm reaction. It is also applied to the treatment of gastrointestinal distal intestine irritable bowel syndrome (IBS) or spastic pain, spastic colon, gastroenteritis, stomach, duodenum and esophagus disease, and endoscopic examination preparation (esophagoscopy, gastroscopy, ten finger colonoscopy and proctoscope). The experimental data show that the drug is absorbed very little by oral medication, and the most absorbed drug passed the biliary tract and were excreted via the stool.
The above information is edited by the chemicalbook of Kui Ming.

Toxicology

Acute toxicity: Non-lethal dose of oral administration to rats 1500mg/kg, to dogs is 1000mg/kg.
Chronic toxicity: experimental animals according to the program: 180 days of continuous oral administration, 11.44mg/kg/otilonium bromide. We found no abnormal changes in the results of blood biochemical and histological examination.
Teratogenicity: according to 11.44mg/kg, no embryonic and teratogenic toxicity to rats and rabbits in experiments.
Gene mutations: a large number of experiments have shown no mutagenic effect.

Side effects

Therapeutic doses of otilonium bromide doesn’t cause side effects, and it doesn’t cause atropine-like effect.

Precautions

Patients with glaucoma, prostatic hypertrophy, pyloric stenosis, pregnant or lactating women, and patients known allergic reaction to otilonium bromide should be used with caution.

Uses

Treatment of gastrointestinal spasm.

Description

Otilonium is an inhibitor of L-type (IC50 = 2.3 μM) and T-type calcium channels (IC50s = 0.8, 1.1, and 0.4 μM for Cav3.1, Cav3.2, and Cav3.3, respectively). It is also an antagonist of muscarinic acetylcholine receptors (mAChRs; IC50s = 0.054, 0.4, 0.222, and 0.156 μM for M1, M2, M4, and M5 muscarinic receptors, respectively) and the platelet activating factor (PAF) receptor (IC50 = 0.0552 μM). Otilonium inhibits the inward calcium current in isolated rat colonic smooth muscle cells (EC50 = 885 nM), an effect that can be blocked by the L-type calcium channel inhibitor nifedipine . It inhibits contractions induced by the muscarinic acetylcholine receptor (mAChR) agonist methacholine in isolated circular muscle of the guinea pig proximal colon (IC50 = 3.7 μM). Otilonium (4 mg/kg) decreases fecal excretion and wet dog shakes and increases the tail withdrawal latency in the tail-flick test in a rat model of opioid withdrawal syndrome induced by morphine and naloxone.

Chemical Properties

White Powder

Originator

Spasmomen,Minapharm Co.

Uses

Otilonium bromide is an antimuscarinic

Uses

antimuscarinic used as a spasmolytic agent

Uses

Octylonium bromide is an antimuscarinic. Octylonium bromide is a platelet-activating factor antagonist as analgesic, anti-inflammatory, uterine contraction inhibiting, and anti-tumor agent. m bromide is used as an antispasmodic.

Uses

Inhibits platlet activating factor induced hypotension. Antispasmodic

Manufacturing Process

3 Methods of producing of p-[2-(n-octyloxy)benzoyl]aminobenzoate of Ndiethylammoniumethanol: 1. 21.20 g (0.1 mole) of o-octyloxybenzoyl chloride and aqueous 10% NaOH are added at room temperature, with stirring and by slow dropping to 23.63 g (0.1 mole) of 2-diethylamine-ethyl-p-aminobenzoate in 100 ml of water, in such a manner as to keep the reaction mixture slightly alkaline. After concluding the slow dropping the solution is kept under stirring for 1 h and then the precipitate is collected. This precipitate, p-[2-(n-octyloxy)benzoyl] aminobenzoate of N-diethylammoniumethanol dried and recrystallized from hexane, has a melting point of 81°-82°C.
2. To 31.3 g (0.1 mole) of p-[2-(n-octyloxy)benzoyl]aminobenzoate acid in 300 ml of ethanol, are added 4.0 g (0.1 mole) of finely ground NaOH and the whole is heated to reflux for 1 h. Then 20.25 g (0.15 mol) of 2 Trade diethylaminoethyl chloride are slowly dropped under stirring and the heating is continued for 4 h. After cooling, the sodium chloride formed is filtered off and the solvent is separated by distillation, and the excess of the base, under a reduced pressure. The residue of p-[2-(n-tyloxy)benzoyl]aminobenzoate of Ndiethylammoniumethanol, recrystallized from hexane, has a melting point of 81°-82°C.
3. 11.7 g (0.1 mole) of N-diethylaminoethanol in 200 ml of anhydrous pyridine are added by careful dropping, 34.7 g (0.1 mole) of the chloride of p[2-(n-octyloxy)benzoyl]aminobenzoate acid and the mixture is heated in a water-bath for 3 h. The solvent is then separated by vacuum concentration, the residue is taken up with water, alkalinized and extracted with ether. The collected ether extracts, anhydridised owing to the separation of the solvent, leave a residue of p-[2-(n-tyloxy)benzoyl]aminobenzoate of Ndiethylammoniumethanol which, recrystallized from hexane, has a melting point of 81°-82°C.
p-[2-(n-Octyloxy)benzoyl]aminobenzoate of N-diethylmethylammoniumethyl bromide may be prepared by reaction of the p-[2-(n-octyloxy) benzoylaminobenzoate of N-diethylammoniumethanol with methylating agents such as methylbromide

Therapeutic Function

Anticholinergic, Spasmolytic

General Description

Otilonium bromide is an antispasmodic. It contains a red color ACh (acetylcholine) like moiety bound to an aromatic system that ends with an octyl ether.

Biochem/physiol Actions

Otilonium Bromide is a muscarinic receptor antagonist (antimuscarinic). Otilonium Bromide is a quaternary ammonium salt that exerts spasmolytic action selective on the distal gastrointestinal tract. It is used world-wide for the treatment of irritable bowel syndrome (IBS).

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion and subcutaneous routes. When heated to decomposition it emits toxic fumes of Brí and NOx.

74-83-9
26090-29-9
26095-59-0
Synthesis of Otilonium bromide from Methyl bromide and N-DIETHYLAMINOETHYL-P-[2-(-N-OCTYLOXY)-BENZOYL]AMINOBENZOATE
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View Lastest Price from Otilonium bromide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Otilonium bromide pictures 2023-09-19 Otilonium bromide
26095-59-0
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Octylonium Bromide pictures 2023-09-18 Octylonium Bromide
26095-59-0
US $40.00-40.00 / kg 1kg 0.99 10 tons Hebei Yanxi Chemical Co., Ltd.
Otilonium bromide pictures 2021-11-13 Otilonium bromide
26095-59-0
US $10.00 / Kg/Bag 1Kg/Bag 99% 20 Tons Hebei Zhanyao Biotechnology Co. Ltd

Otilonium bromide Spectrum

Menoctyl N,N-Diethyl-N-methy-2-[[4-[[2-(octyloxy)benzoyl]amino]benzoyl]oxy]ethanaminium Bromide Pasminox SP-63 Spasen Spasmoctyl Spasmome OTYLONIUMBROMIDE diethyl-methyl-[2-[4-[(2-octoxybenzoyl)amino]benzoyl]oxyethyl]azanium bromide Aotixiuan OtioniuM BroMide OtiloniuM broMide(OctyloniuM broMide) Octylonium IodideDiscontinued See: O293250 Ethanaminium, N,N-diethyl-N-methyl-2-[[4-[[2-(octyloxy)benzoyl]amino]benzoyl]oxy]-, bromide (1:1) ammonium,diethyl(2-hydroxyethyl)methyl-,bromide,p-(o-(octyloxy)benzamido)ben diethyl(2-hydroxyethyl)methylammoniumbromidep-(o-(octyloxy)benzamido)benzoa ethanaminium,n,n-diethyl-n-methyl-2-((4-((2-(octyloxy)benzoyl)amino)benzoyl) octylonium ottiloniobromuro n,n-diethyl-n-methyl-2-((4-((2-(octyloxy)benzoyl)amino)benzoyl)oxy)-ethanaminium bromide OCTYLONIUM IODIDE otilonium bromide diethyl(2-hydroxyethyl) methylammonium bromide p-(o-(octyloxy)benzamido)-benzoate Doralin diethyl-[2-[[4-[[(2-heptoxyphenyl)-oxomethyl]amino]phenyl]-oxomethoxy]ethyl]-methylammonium bromide aoixijan DORALIN;OCTYLONIUM BROMIDE;SP63;SPASMOMEN Otilonium bromide USP/EP/BP Otilonium bromideQ: What is Otilonium bromide Q: What is the CAS Number of Otilonium bromide Q: What is the storage condition of Otilonium bromide Otilonium Spasmomen OCTYLONIUM BROMIDE SPASMONEN Isoleucine Impurity 14 26095-59-0 C29H43BrN2O4 C29H43IN2O4 C29H43N2O4Br BrC29H43N2O4 Inhibitors Intermediates & Fine Chemicals Pharmaceuticals