149-64-4 Usage
Chemical Properties
Crystalline Solid
Originator
Butylscopolamine,China Pharm
Uses
Different sources of media describe the Uses of 149-64-4 differently. You can refer to the following data:
1. Anticholinergic. Antispasmodic
2. (?)-Scopolamine N-butyl bromide was used as standard in designing a procedure for quantification of compounds using CE-MS.8
Manufacturing Process
1300 g of scopolamine base and 350 g of n-butylbromide in 600 ml
acetonitrile is heated at 65°C for 160 hours. The oil obtained is dissolved in
methanol. The solution is cooled and crystalline scopolamine N-n-butylbromide
is filtered. After recrystallization from methanol was obtained scopolamine N-n-butylbromide with melting point 142-144°C and [α]d
20 = -20.5° (3%
solution in water); yield 65%.
Therapeutic Function
Anticholinergic, Spasmolytic, Antitussive
Biochem/physiol Actions
Competitive muscarinic acetylcholine receptor antagonist; antispasmodic.
Clinical Use
Symptomatic relief of gastrointestinal or genitourinary
disorders due to smooth muscle spasm
Bowel colic
Excessive respiratory secretions
Drug interactions
Potentially hazardous interactions with other drugs
None known
Metabolism
The main metabolic pathway is the hydrolytic cleavage
of the ester bond. Orally administered hyoscine
butylbromide is excreted in the faeces and in the
urine. Studies in man show that 2-5% of radioactive
doses is eliminated renally after oral, and 0.7-1.6%
after rectal administration. Approximately 90% of
recovered radioactivity can be found in the faeces after
oral administration. The urinary excretion of hyoscine
butylbromide is less than 0.1% of the dose. The
metabolites excreted via the renal route bind poorly to muscarinic receptors and are therefore not considered to
contribute to the effect of the hyoscine butylbromide.
Check Digit Verification of cas no
The CAS Registry Mumber 149-64-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,4 and 9 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 149-64:
(5*1)+(4*4)+(3*9)+(2*6)+(1*4)=64
64 % 10 = 4
So 149-64-4 is a valid CAS Registry Number.
InChI:InChI=1/C21H30NO4.BrH/c1-3-4-10-22(2)17-11-15(12-18(22)20-19(17)26-20)25-21(24)16(13-23)14-8-6-5-7-9-14;/h5-9,15-20,23H,3-4,10-13H2,1-2H3;1H/q+1;/p-1/t15?,16-,17+,18+,19-,20+,22?;/m1./s1
149-64-4Relevant articles and documents
The synthesis of anticholinergically active N-alkylnorscopolamines and their quaternary salts with particular consideration of the bronchospasmolytic compound (-)-N-ethylnorscopolamine methobromide (Ba 253 BR)
Banholzer,Pook
, p. 217 - 228 (2007/10/02)
The synthesis of anticholinergic N-alkylnorscopolamines and their quaternary salts, especially the synthesis of (-)-N-ethylnorscopolamine methobromide (Ba 253 BR), is reported. (-)-N-Ethylnorscopolamine methobromide differs from the stereoisomeric (-)-N-ethylscopolammonium bromide not only by its physico-chemical, but also by its pharmacological properties. (-)-N-Ethylnorscopolamine methobromide represents an anticholinergic bronchodilator with long duration of action.
