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MedKoo Cat#: 317792 | Name: Ethambutol Hydrochloride
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ethambutol Hydrochloride is a bacteriostatic antimycobacterial drug used to treat tuberculosis. It is usually part of a wider treatment of drugs that include rifampicin, pyrazinamide, and isoniazid. Ethambutol hydrochloride is 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.

Chemical Structure

Ethambutol Hydrochloride
Ethambutol Hydrochloride
CAS#1070-11-7 (SS 2HCl)

Theoretical Analysis

MedKoo Cat#: 317792

Name: Ethambutol Hydrochloride

CAS#: 1070-11-7 (SS 2HCl)

Chemical Formula: C10H26Cl2N2O2

Exact Mass: 0.0000

Molecular Weight: 277.23

Elemental Analysis: C, 43.32; H, 9.45; Cl, 25.58; N, 10.10; O, 11.54

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 weeks
25g USD 450.00 2 weeks
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Related CAS #
74-55-5 (SS free base) 1070-11-7 (SS 2HCl) 10054-05-4 (RR free base)
Synonym
Ethambutol dihydrochloride; Ethambutol HCl; Ethambutol Hydrochloride; Dadibutol; Mycobutol; Tambutol; Ebutol; NSC-757022; NSC757022; NSC 757022;
IUPAC/Chemical Name
(2S,2'S)-2,2'-(ethane-1,2-diylbis(azanediyl))bis(butan-1-ol) dihydrochloride
InChi Key
AUAHHJJRFHRVPV-BZDVOYDHSA-N
InChi Code
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
SMILES Code
CC[C@H](NCCN[C@@H](CC)CO)CO.[H]Cl.[H]Cl
Appearance
White to off-white crystalline powder.
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 277.23 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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[Fixed drug eruption after taking ethambutol]. Rev Mal Respir. 2015 Jan;32(1):48-51. doi: 10.1016/j.rmr.2014.03.011. Epub 2014 Apr 29. French. PubMed PMID: 25618204. 5: Sun J, Song H, Zhang T, Wang Z, He Z. [Determination of contents and dissolution of ethambutol hydrochloride in fixed dose combinations for antituberculosis drugs by high performance liquid chromatography with pre-column derivatization]. Se Pu. 2006 Mar;24(2):164-7. Chinese. PubMed PMID: 16830466. 6: Lee SY, Jang H, Lee JY, Kwon KI, Oh SJ, Kim SK. Inhibition of cytochrome P450 by ethambutol in human liver microsomes. Toxicol Lett. 2014 Aug 17;229(1):33-40. doi: 10.1016/j.toxlet.2014.06.006. Epub 2014 Jun 5. PubMed PMID: 24910189. 7: Yan M, Guo T, Song H, Zhao Q, Sui Y. Determination of ethambutol hydrochloride in the combination tablets by precolumn derivatization. J Chromatogr Sci. 2007 May-Jun;45(5):269-72. PubMed PMID: 17555635. 8: Veríssimo LM, Cabral AM, Veiga FJ, Almeida SF, Ramos ML, Burrows HD, Esteso MA, Ribeiro AC. Transport properties in aqueous ethambutol dihydrochloride. Int J Pharm. 2015 Feb 20;479(2):306-11. doi: 10.1016/j.ijpharm.2014.12.053. Epub 2014 Dec 26. PubMed PMID: 25545796. 9: Tan HS, Gerlach ED, Dimattio AS. Sensitive assay procedure for ethambutol hydrochloride via charge transfer complex formation. J Pharm Sci. 1977 Jun;66(6):766-9. PubMed PMID: 874773. 10: Yen YF, Chung MS, Hu HY, Lai YJ, Huang LY, Lin YS, Chou P, Deng CY. Association of pulmonary tuberculosis and ethambutol with incident depressive disorder: a nationwide, population-based cohort study. J Clin Psychiatry. 2015 Apr;76(4):e505-11. doi: 10.4088/JCP.14m09403. PubMed PMID: 25919843. 11: Ragonese R, Macka M, Hughes J, Petocz P. The use of the Box-Behnken experimental design in the optimisation and robustness testing of a capillary electrophoresis method for the analysis of ethambutol hydrochloride in a pharmaceutical formulation. J Pharm Biomed Anal. 2002 Mar 1;27(6):995-1007. PubMed PMID: 11836062. 12: Shingbal DM, Naik SD. Colorimetric determination of ethambutol hydrochloride. J Assoc Off Anal Chem. 1982 Jul;65(4):899-900. PubMed PMID: 7118796. 13: Ahmad MI, Nakpheng T, Srichana T. The safety of ethambutol dihydrochloride dry powder formulations containing chitosan for the possibility of treating lung tuberculosis. Inhal Toxicol. 2014 Dec;26(14):908-17. doi: 10.3109/08958378.2014.975875. PubMed PMID: 25472479. 14: Mukherjee A, Velpandian T, Singla M, Kanhiya K, Kabra SK, Lodha R. Pharmacokinetics of isoniazid, rifampicin, pyrazinamide and ethambutol in Indian children. BMC Infect Dis. 2015 Mar 14;15:126. doi: 10.1186/s12879-015-0862-7. PubMed PMID: 25887748; PubMed Central PMCID: PMC4373095. 15: He L, Wang X, Cui P, Jin J, Chen J, Zhang W, Zhang Y. ubiA (Rv3806c) encoding DPPR synthase involved in cell wall synthesis is associated with ethambutol resistance in Mycobacterium tuberculosis. Tuberculosis (Edinb). 2015 Mar;95(2):149-54. doi: 10.1016/j.tube.2014.12.002. Epub 2014 Dec 13. PubMed PMID: 25547657. 16: Moure R, Español M, Tudó G, Vicente E, Coll P, Gonzalez-Martin J, Mick V, Salvadó M, Alcaide F. Characterization of the embB gene in Mycobacterium tuberculosis isolates from Barcelona and rapid detection of main mutations related to ethambutol resistance using a low-density DNA array. J Antimicrob Chemother. 2014 Apr;69(4):947-54. doi: 10.1093/jac/dkt448. Epub 2013 Nov 11. PubMed PMID: 24216765. 17: Evaluation of a new antituberculous agent. Ethambutol hydrochloride (Myambutol). JAMA. 1969 Jun 30;208(13):2463-4. PubMed PMID: 4977611. 18: Ethambutol hydrochloride (myambutol). Med Lett Drugs Ther. 1968 May 31;10(11):41-2. PubMed PMID: 5656613. 19: P Brock A, Isaza R, Egelund EF, Hunter RP, Peloquin CA. The pharmacokinetics of a single oral or rectal dose of concurrently administered isoniazid, rifampin, pyrazinamide, and ethambutol in Asian elephants (Elephas maximus). J Vet Pharmacol Ther. 2014 Oct;37(5):472-9. doi: 10.1111/jvp.12119. Epub 2014 Mar 29. PubMed PMID: 24684601. 20: Levy M, Rigaudière F, de Lauzanne A, Koehl B, Melki I, Lorrot M, Faye A. Ethambutol-related impaired visual function in childrens less than 5 years of age treated for a mycobacterial infection: diagnosis and evolution. Pediatr Infect Dis J. 2015 Apr;34(4):346-50. doi: 10.1097/INF.0000000000000589. PubMed PMID: 25764095.