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Chemistry

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Also known as: Ethambutol hydrochloride, Ethambutol dihydrochloride, (+)-(s,s)-ethambutol dihydrochloride, (+)-2,2'-(ethylenediimino)di-1-butanol dihydrochloride, (+)-n,n'-bis(1-(hydroxymethyl)propyl)ethylenediamine dihydrochloride, (2s,2'e)-2,2'-(ethane-1,2-diyldiimino)dibutan-1-ol dihydrochloride
Molecular Formula
C10H26Cl2N2O2
Molecular Weight
277.23  g/mol
InChI Key
AUAHHJJRFHRVPV-BZDVOYDHSA-N

(+)-(S,S)-ethambutol dihydrochloride
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)
1 2D Structure

(+)-(S,S)-ethambutol dihydrochloride

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(2S)-1-hydroxybutan-2-yl]-[2-[[(2S)-1-hydroxybutan-2-yl]azaniumyl]ethyl]azanium;dichloride
2.1.2 InChI
InChI=1S/C10H24N2O2.2ClH/c1-3-9(7-13)11-5-6-12-10(4-2)8-14;;/h9-14H,3-8H2,1-2H3;2*1H/t9-,10-;;/m0../s1
2.1.3 InChI Key
AUAHHJJRFHRVPV-BZDVOYDHSA-N
2.1.4 Canonical SMILES
CCC(CO)[NH2+]CC[NH2+]C(CC)CO.[Cl-].[Cl-]
2.1.5 Isomeric SMILES
CC[C@@H](CO)[NH2+]CC[NH2+][C@@H](CC)CO.[Cl-].[Cl-]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Dexambutol

2. Emb Fatol

3. Emb Hefa

4. Emb-fatol

5. Emb-hefa

6. Etambutol Llorente

7. Ethambutol

8. Ethambutol Hydrochloride

9. Etibi

10. Hydrochloride, Ethambutol

11. Llorente, Etambutol

12. Miambutol

13. Myambutol

2.2.2 Depositor-Supplied Synonyms

1. Ethambutol Hydrochloride

2. Ethambutol Dihydrochloride

3. (+)-(s,s)-ethambutol Dihydrochloride

4. (+)-2,2'-(ethylenediimino)di-1-butanol Dihydrochloride

5. (+)-n,n'-bis(1-(hydroxymethyl)propyl)ethylenediamine Dihydrochloride

6. (2s,2'e)-2,2'-(ethane-1,2-diyldiimino)dibutan-1-ol Dihydrochloride

7. N,n'-bis[(2s)-1-hydroxybutan-2-yl]ethane-1,2-diaminium Dichloride

8. Chebi:4878

9. (+)-2,2'-(ethylenediimino)-di-1-butanol Dihydrochloride

10. 1070-11-7

11. 134566-79-3

12. [(2s)-1-hydroxybutan-2-yl](2-{[(2s)-1-hydroxybutan-2-yl]azaniumyl}ethyl)azanium Dichloride

2.3 Create Date
2010-09-20
3 Chemical and Physical Properties
Molecular Weight 277.23 g/mol
Molecular Formula C10H26Cl2N2O2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count9
Exact Mass276.1371335 g/mol
Monoisotopic Mass276.1371335 g/mol
Topological Polar Surface Area73.7 Ų
Heavy Atom Count16
Formal Charge0
Complexity109
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameEthambutol hydrochloride
Drug LabelMYAMBUTOL ethambutol hydrochloride is an oral chemotherapeutic agent which is specifically effective against actively growing microorganisms of the genus Mycobacterium, including M. tuberculosis. The structural formula is:MYAMBUTOL 100 and 400 mg tab...
Active IngredientEthambutol hydrochloride
Dosage FormTablet
RouteOral
Strength100mg; 400mg
Market StatusPrescription
CompanyLupin; Barr

2 of 2  
Drug NameEthambutol hydrochloride
Drug LabelMYAMBUTOL ethambutol hydrochloride is an oral chemotherapeutic agent which is specifically effective against actively growing microorganisms of the genus Mycobacterium, including M. tuberculosis. The structural formula is:MYAMBUTOL 100 and 400 mg tab...
Active IngredientEthambutol hydrochloride
Dosage FormTablet
RouteOral
Strength100mg; 400mg
Market StatusPrescription
CompanyLupin; Barr

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Antitubercular Agents

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.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Antimycobacterial [EPC]

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NEWS #PharmaBuzz

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Attix Pharmaceuticals Recalls Hundreds of APIs From the U.S.
Attix Pharmaceuticals Recalls Hundreds of APIs From the U.S.

02 May 2015

// Eric Palmer FIERCE PHARMA MFG

http://www.fiercepharmamanufacturing.com/story/attix-pharmaceuticals-recalls-hundreds-apis-us/2015-04-30

Eric Palmer FIERCE PHARMA MFG
02 May 2015

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(+)-(S,S)-ethambutol dihydrochloride Manufacturers

A (+)-(S,S)-ethambutol dihydrochloride manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of (+)-(S,S)-ethambutol dihydrochloride, including repackagers and relabelers. The FDA regulates (+)-(S,S)-ethambutol dihydrochloride manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. (+)-(S,S)-ethambutol dihydrochloride API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

(+)-(S,S)-ethambutol dihydrochloride Suppliers

A (+)-(S,S)-ethambutol dihydrochloride supplier is an individual or a company that provides (+)-(S,S)-ethambutol dihydrochloride active pharmaceutical ingredient (API) or (+)-(S,S)-ethambutol dihydrochloride finished formulations upon request. The (+)-(S,S)-ethambutol dihydrochloride suppliers may include (+)-(S,S)-ethambutol dihydrochloride API manufacturers, exporters, distributors and traders.

(+)-(S,S)-ethambutol dihydrochloride GMP

(+)-(S,S)-ethambutol dihydrochloride Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of (+)-(S,S)-ethambutol dihydrochloride GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right (+)-(S,S)-ethambutol dihydrochloride GMP manufacturer or (+)-(S,S)-ethambutol dihydrochloride GMP API supplier for your needs.

(+)-(S,S)-ethambutol dihydrochloride CoA

A (+)-(S,S)-ethambutol dihydrochloride CoA (Certificate of Analysis) is a formal document that attests to (+)-(S,S)-ethambutol dihydrochloride's compliance with (+)-(S,S)-ethambutol dihydrochloride specifications and serves as a tool for batch-level quality control.

(+)-(S,S)-ethambutol dihydrochloride CoA mostly includes findings from lab analyses of a specific batch. For each (+)-(S,S)-ethambutol dihydrochloride CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

(+)-(S,S)-ethambutol dihydrochloride may be tested according to a variety of international standards, such as European Pharmacopoeia ((+)-(S,S)-ethambutol dihydrochloride EP), (+)-(S,S)-ethambutol dihydrochloride JP (Japanese Pharmacopeia) and the US Pharmacopoeia ((+)-(S,S)-ethambutol dihydrochloride USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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