1070-11-7 Usage
Uses
Used in Pharmaceutical Industry:
Ethambutol dihydrochloride is used as a tuberculostatic antibacterial agent for treating tuberculosis in combination with other antibiotics to reduce the development of drug resistance.
Used in Quality Control:
Ethambutol dihydrochloride serves as a pharmaceutical secondary standard for application in quality control, providing pharmaceutical laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Used in Research:
Ethambutol dihydrochloride is used to study multidrug-resistant tuberculosis (MDR-TB) in high-incidence-rate areas, helping to understand the mechanisms of resistance and develop new treatment strategies.
Brand Name:
Myambutol (Stat Trade).
Originator
Myambutol,Lederle,US,1967
Manufacturing Process
To 27 grams (2.55 mols) of 2-amino-1-butanol was added 100 grams (1.0
mol) of ethylene dichloride. The mixture was heated at reflux and in a few
minutes, the exothermic reaction required the removal of exterior heating.
After 10 minutes, exterior heating was recommenced for an additional 20
minutes. The hot mixture was then treated with 300 ml of methanol and then
cautiously with 84 grams (2.1 mols) of sodium hydroxide in 80 ml of water.The precipitated sodium chloride was removed by filtration. The excess 2-
amino-1-butanol distilled as light yellow oil at 83° to 87°C/13 mm. The
viscous residue distilled at 165° to 170°C/0.6 mm as a light yellow oil which
tended to solidify in the air condenser; yield, 108 grams.Recrystallization by dissolving in 80 ml of hot ethanol, adding about 150 ml of
petroleum ether (BP 90° to 100°C) and cooling at 5°C overnight, gave 64
grams of white crystals melting at 128° to 132.5°C. This, on recrystallization
from 100 ml of 95% ethanol, gave 35 grams of white crystals melting at
134.5° to 136°C and a second crop of 10 grams melting at 132.5° to 134°C
which is the meso base. Its dihydrochloride melts at 202° to 203°C.From the ethanolic filtrates upon addition of 130 ml of about 4 N ethanolic
hydrochloric acid and cooling, there was obtained 55 grams of white crystals
melting at 176.5° to 178°C and a second crop of 10 grams melting at 171.5°
to 174.5°C. This is the dl racemate dihydrochloride.
Therapeutic Function
Antitubercular
Biochem/physiol Actions
Ethambutol is bacteriostatic against actively growing TB bacilli. Mycolic acids attach to the 5′-hydroxyl groups of D-arabinose residues of arabinogalactan and form mycolyl-arabinogalactan-peptidoglycan complex in the cell wall. Ethambutol disrupts arabinogalactan synthesis by inhibiting arabinosyltransferases, specifically those in Mycobacterium, interfering with the biosynthesis of arabinogalactans found in the cell wall of mycobacteria and leading to increased cell wall permeability.
Clinical Use
Antibacterial agent:Tuberculosis
Drug interactions
Potentially hazardous interactions with other drugs
None known
Metabolism
Ethambutol is partially metabolised in the liver to the
aldehyde and dicarboxylic acid derivatives, which are
inactive.Up to 80% of a dose appears in the urine within 24
hours, 50% as unchanged drug and 8-15% as the inactive
metabolites. About 20% of the dose is excreted unchanged
in the faeces.
Check Digit Verification of cas no
The CAS Registry Mumber 1070-11-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,7 and 0 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1070-11:
(6*1)+(5*0)+(4*7)+(3*0)+(2*1)+(1*1)=37
37 % 10 = 7
So 1070-11-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H24N2O2.ClH/c1-3-9(7-13)11-5-6-12-10(4-2)8-14;/h9-14H,3-8H2,1-2H3;1H/t9-,10-;/m0./s1
