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Diphemanil Methylsulfate

CAS No.
62-97-5
Chemical Name:
Diphemanil Methylsulfate
Synonyms
prantal;variton;Talpran;demotil;nivelona;diphemanil;diphenatil;vagophemanil;diphenmethanil;Diphemanil mesylate
CBNumber:
CB9505795
Molecular Formula:
C20H24N.CH3O4S
Molecular Weight:
389.51
MDL Number:
MFCD00865157
MOL File:
62-97-5.mol
Last updated:2023-06-08 17:06:36

Diphemanil Methylsulfate Properties

Melting point 194-195℃
storage temp. Inert atmosphere,Store in freezer, under -20°C
Water Solubility Soluble in water
solubility : 16.67 mg/mL (42.80 mM; Need ultrasonic)
form powder to crystal
color White to Almost white
Stability Hygroscopic
EWG's Food Scores 1
FDA UNII W2ZG23MGYI
ATC code A03AB15

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319
Precautionary statements  P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
HS Code  2933.39.4100
Toxicity LD50 in rats, mice, guinea pigs (mg/kg): 1107, 64, 404 orally (Margolin)
NFPA 704
0
3 0

Diphemanil Methylsulfate price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical D5623 Diphemanil Methylsulfate 62-97-5 250MG $221 2024-03-01 Buy
TCI Chemical D5623 Diphemanil Methylsulfate 62-97-5 1G $648 2024-03-01 Buy
Cayman Chemical 30090 Diphemanil (methyl sulfate) 62-97-5 25mg $68 2024-03-01 Buy
Cayman Chemical 30090 Diphemanil (methyl sulfate) 62-97-5 50mg $89 2024-03-01 Buy
Cayman Chemical 30090 Diphemanil (methyl sulfate) 62-97-5 100mg $149 2024-03-01 Buy
Product number Packaging Price Buy
D5623 250MG $221 Buy
D5623 1G $648 Buy
30090 25mg $68 Buy
30090 50mg $89 Buy
30090 100mg $149 Buy

Diphemanil Methylsulfate Chemical Properties,Uses,Production

Description

Diphemanil is a quaternary ammonium anticholinergic agent. It induces relaxation of isolated guinea pig trachea strips precontracted with methacholine (EC50 = 0.12 nM). Diphemanil reverses increases in lung resistance and decreases in dynamic lung compliance induced by the non-selective acetylcholine receptor agonist carbachol (carbamoylcholine; ) in vagotomized cats (ED50s = 17.5 and 19.3 μg/kg, respectively). It reduces salivation induced by the muscarinic acetylcholine receptor agonist pilocarpine in mice when administered subcutaneously at doses ranging from 1.25 to 10 mg/kg.

Originator

Pranta,Schering,US,1952

Uses

Diphemanil Methosulfate is an anticholinergic agent; a synthetic quaternary ammonium compound with anitmuscarinic properties used in the treatment of Frey''s syndrome and is used as a parasympatholytic bronchodilator agent.

Uses

Bronchodilatator;Anticholinergic

Definition

ChEBI: The alkene resulting from the formal Wittig olefination of benzophenone and 1,1-dimethyl-4-bromopiperidinium methylsulfate. A quaternary ammonium anticholinergic, it binds muscarinic acetycholine receptors and thereby decreases secretory excretion of stoma h acids, saliva and sweat, It is used topically in the treatment of hyperhidorsis (excessive sweating).

Manufacturing Process

(A) Preparation of diphenyl-(N-Methyl-4-Piperidyl)carbinol: to a Grignard solution prepared from 4.9 grams of magnesium, 100 cc of ether and 31.4 grams of dry
omobenzene is added 18.5 grams of 4-benzoyl-Nmethylpiperidine in 200 cc of dry ether. The reaction mixture is heated with stirring for 4 hours on the steam bath and then decomposed. The organic layer is separated and the aqueous layer extracted with benzene. The combined organic extracts are concentrated and the residue, diphenyl-(Nmethyl-4-piperidyl)carbinol, recrystallized from benzene-petroleum ether, MP 130-131°C. The Grignard complex may also be decomposed with ice and hydrochloric acid and the insoluble hydrochloride of the carbinol isolated directly.
(B) Preparation of diphenyl-(N-Methyl-4-Piperidylidene)methane: the carbinol can be dehydrated with 60% sulfuric acid. In general, to one part of the carbinol there is added 10 parts of 60% sulfuric acid. The mixture after heating for 6 hours is poured onto cracked ice, the solution made alkaline with dilute sodium hydroxide and the oily basic layer extracted with ether. The ether extracts after washing with water are dried over sodium sulfate, and after removing the ether, the residue is distilled in vacuo, MP 52°-53°C.
(C) Preparation of Final Product: The product from (B) is reacted with dimethyl sulfate in benzene to give the final product, MP 196°-197°C.

brand name

Prantal (Schering).

Therapeutic Function

Spasmolytic

General Description

Diphemanil methylsulfate,4-(diphenylmethylene)-1,1-dimethylpiperidiniummethylsulfate (Prantal), or diphemanil methylsulfate is apotent cholinergic blocking agent. In the usual dosagerange, it acts as an effective parasympatholytic by blockingnerve impulses at the parasympathetic ganglia, but it doesnot invoke a sympathetic ganglionic blockade. It is claimedto be highly specific in its action on those innervations thatactivate gastric secretion and GI motility. Although thisdrug can produce atropine-like side effects, they rarelyoccur at recommended doses. The highly specific nature ofits action on gastric functions makes the drug useful inthe treatment of peptic ulcer, and its lack of atropine-likeeffects makes its use much less distressing than other antispasmodicdrugs. In addition to its action in decreasinggastric hypermotility, diphemanil methylsulfate is valuablein hyperhidrosis in low doses (50 mg twice daily) or topically.The drug is not well absorbed from the GI tract,particularly in the presence of food, and should be administeredbetween meals. The methylsulfate salt was chosen asthe best, because the chloride is hygroscopic and the bromideand iodide ions have exhibited toxic manifestations inclinical use.

Diphemanil Methylsulfate Preparation Products And Raw materials

Global( 100)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
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CONIER CHEM AND PHARMA LIMITED
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TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
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0551-65418671 sales@tnjchem.com China 34572 58
Dideu Industries Group Limited
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AFINE CHEMICALS LIMITED
0571-85134551 info@afinechem.com CHINA 15377 58
Chemia Biotechnology(Shanghai) Co., Ltd
+8613816753574 info@chemia-pharm.com CHINA 311 58

View Lastest Price from Diphemanil Methylsulfate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Diphenmanil (methylsulfate) pictures 2022-02-25 Diphenmanil (methylsulfate)
62-97-5
US $12.00 / KG 1KG 99% 100KG Hong Kong Tiansheng New Material Trading Co., Ltd
Diphenmanil (methylsulfate) pictures 2022-02-25 Diphenmanil (methylsulfate)
62-97-5
US $12.00 / KG 1KG 99% 10kg Hong Kong Tiansheng New Material Trading Co., Ltd

Diphemanil Methylsulfate Spectrum

nivelona p-(alpha-phenylbenzylidene)-1,1-dimethylpiperidiniummethylsulfate prantal prantalmethylsulfate vagophemanil vagophemanilmethylsulfate variton DIPHEMANIL METHYLSULFATE (500 MG) DISCON-TINUED 4-(diphenylmethylene)-1,1-dimethyl-piperidiniumethylsulfate n,n-dimethyl-4-piperidylidene-1,1-diphenylmethanemethylsulfate Diphemanil mesylate diphemanil metilsulfate Diphenmanil methosulfate Talpran 4-benzhydrylidene-1,1-dimethyl-piperidin-1-ium 4-benzhydrylidene-1,1-dimethylpiperidin-1-ium Piperidinium, 4-(diphenylmethylene)-1,1-dimethyl-, methyl sulfate Piperidinium, 4-(diphenylmethylene)-1,1-dimethyl-, methyl sulfate (1:1) 4-(diphenylmethylene)-1,1-dimethylpiperidiniummethylsulfate demotil diphemanil diphemanilmethylsulfate diphenatil diphenmanilmethylsulfate diphenmethanil diphenmethanilmethylsulfate DIPHEMANIL METHYLSULFAT 4-(Diphenylmethylene)-1,1-dimethylpiperidin-1-ium Methyl Sulfate Diphemanil Methylsulfate USP/EP/BP iphemanilmethylsulfate 62-97-5 62-97-6 C20H24NCH3O4S Other APIs