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Home > Encyclopedia > Ethambutol dihydrochloride

Ethambutol dihydrochloride

pharmaceutical raw materials
Ethambutol dihydrochloride structure

Ethambutol dihydrochloride 

structure
  • CAS No:

    1070-11-7

  • Formula:

    C10H24N2O2.2ClH

  • Chemical Name:

    Ethambutol dihydrochloride

  • Synonyms:

    ETHAMBUTOL HCL USP;Emb, 2,2μ-(1,2-Ethanediyldiimino)bis-1-butanol dihydrochloride;(R)-2,2'-(1,2-Ethanediyldiimino)bis-1-butanol dihydrochloride;(S,S)-N,N'-Bis(1-hydroxy-2-butyl)ethylenediaMine Dihydrochloride;(2S,2'S)-2,2'-(Ethane-1,2-diylbis(azanediyl))bis(butan-1-ol) dihydrochloride;Ethambutol Hydrochlorid;1-Butanol, 2,2'-(1,2-ethanediyldiimino)bis-, hydrochloride (1), (2S,2'S)-;Esanbutol

  • Categories:

    Organic Chemistry  >  Amides

Description

Ethambutol Dihydrochloride is a bacteriostatic antimycobacterial agent, which obstructs the formation of cell wall by inhibiting arabinosyl transferases.Target: AntibacterialEthambutol directly affects two polymers, arabinogalactan (AG) and lipoarabinomannan (LAM) in Mycobacterium smegmatis. In M. smegmatis, Ethambutol inhibits synthesis of arabinan completely and inhibits AG synthesis most likely as a consequence of this; more than 50% of the cell arabinan is released from the bacteria


Ethambutol Hydrochloride is the hydrochloride salt form of ethambutol, an ethylenediamine derivative with antibacterial activity, specifically effective against mycobacteria. Although the exact mechanism of action of ethambutol hydrochloride is unknown, ethambutol hydrochloride inhibits the transfer of mycolic acids into the cell wall of bacteria, which impedes bacterial cell growth. This agent may also interfere with RNA synthesis or inhibit other cell metabolism, thereby preventing cell multiplication and causing cell death.|An antitubercular agent that inhibits the transfer of mycolic acids into the cell wall of the tubercle bacillus. It may also inhibit the synthesis of spermidine in mycobacteria. The action is usually bactericidal, and the drug can penetrate human cell membranes to exert its lethal effect. (From Smith and Reynard, Textbook of Pharmacology, 1992, p863)


White Powder


ChEBI: The dihydrchloride salt of ethambutol. A bacteriostatic antimycobacterial drug, it is effective against Mycobacterium tuberculosis and some other mycobacteria. It is used in combination with other antituberculous drugs in the treatment of pulm nary and extrapulmonary tuberculosis; resistant strains of M. tuberculosis are readily produced if ethambutol dihydrochloride is used alone.


Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Ethambutol dihydrochloride Basic Attributes

277.23

276.137146

213-970-7

QE4VW5FO07

DTXSID4045345

C29033

white

29419000

Characteristics

64.5

2.09320

white

198-200°C

345.3ºC at 760 mmHg

113.7ºC

Slightly soluble in water

Refrigerator

3.35E-07mmHg at 25°C

D25 +7.6° (c = 2 in water)

147 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

2-8°C

Safety Information

IRRITANT

NONH for all modes of transport

3

T,Xi

53-22-36/37/39-45-36/37-26

EL3854000

T,Xi

P201-P308 + P313

61-36/37/38

|Danger|H360 (97.67%): May damage fertility or the unborn child [Danger Reproductive toxicity]|P201, P202, P281, P308+P313, P405, and P501|Aggregated GHS information provided by 43 companies from 4 notifications to the ECHA C&L Inventory.

Drug Information

Drugs used in the treatment of tuberculosis. They are divided into two main classes: "first-line" agents, those with the greatest efficacy and acceptable degrees of toxicity used successfully in the great majority of cases; and "second-line" drugs used in drug-resistant cases or those in which some other patient-related condition has compromised the effectiveness of primary therapy. (See all compounds classified as Antitubercular Agents.)

Dexambutol

Ethambutol dihydrochloride Use and Manufacturing

Uses

Antibacterial (tuberculostatic)


Antituberculous


Ethambutol dihydrochloride it acts as a tuberculostatic antibacterial agent. It is used to treat tuberculosis in combination with other antibiotics to reduce the development of drug resistance. It has been used to study multidrug-resistant tuberculosis (MDR-TB) in highest-incidence-rate.

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

Computed Properties

Molecular Weight:277.23
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:9
Exact Mass:276.1371335
Monoisotopic Mass:276.1371335
Topological Polar Surface Area:64.5
Heavy Atom Count:16
Complexity:109
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Synthetic antibacterial anti-tuberculosis drug. It has strong activity against bacteria in the growth and reproduction stage, and has almost no effect on bacteria in the dormant stage. It has high antibacterial activity against various types of mycobacteria. There is no cross-resistance between Mycobacterium tuberculosis and other drugs. It may inhibit the metabolism of sensitive bacteria, inhibit RNA synthesis, and interfere with the protein metabolism of Mycobacterium tuberculosis, thereby causing bacterial death. In large doses, it can cause cleft palate, brain exposure, and spinal deformity in mouse experiments; it can cause mild cervical deformity in rat experiments; it can cause cyclops, short limbs, and cleft palate in rabbit experiments.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Registered Holders

  • LUPIN LIMITED

    Brazil Brazil
    Active
  • Biobetta Pharmaceuticals (Shanghai) Co., Ltd.

    China China
    Active
  • Minsheng Group Shaoxing Pharmaceutical Co., Ltd.

    China China
    Active

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