CAS 1070-11-7|Ethambutol dihydrochloride
| Common Name | Ethambutol dihydrochloride | ||
|---|---|---|---|
| CAS Number | 1070-11-7 | Molecular Weight | 277.232 |
| Density | / | Boiling Point | 345.3ºC at 760 mmHg |
| Molecular Formula | C10H26Cl2N2O2 | Melting Point | 198-200°C |
| MSDS | ChineseUSA | Flash Point | 113.7ºC |
| Symbol | GHS08 | Signal Word | Danger |
Names
| Name | ethambutol dihydrochloride |
|---|---|
| Synonym | More Synonyms |
Ethambutol dihydrochloride BiologicalActivity
| 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 following Ethambutol treatment, whereas no galactan is released. Ethambutol main targets against embB gene product in M. avium. Ethambutol induces 60% changes in the embB gene in M. tuberculosis resistant mutants [1]. Ethambutol is effective against actively growing microorganisms of the genus Mycobacterium, including M. tuberculosis. Nearly all strains of M. tuberculosis and M. kansasii as well as a number of strains of the M. aviumcomplex (MAC) are sensitive to Ethambutol. [1] Ethambutol is potency against M. tuberculosis (H37Rv) with MIC of 0.5 μg/mL in vitro [2]. Ethambutol is efficient on treatment of mycobacterial-infected macrophages. When M. tuberculosis infected macrophages are treated with 6 μg/mL Ethambutol, the log CFUs following treatment for 3 days is 4.17, while value in control group is 4.8. The MICs for M. avium (MTCC 1723) and M. smegmatis (MTCC 6) are 15 μg/mL and 0.18 μg/mL, respectively. Ethambutol is efficient in animal model. 100 mg/kg Ethambutol given orally 15 days post i.v. infection 1 ×/week for 5 weeks, induces a lower log CFU compared with untreatment (4.59 vs 5.07) [3]. |
|---|---|
| Related Catalog | Signaling Pathways >>Anti-infection >>BacterialResearch Areas >>Infection |
| References | [1]. Ethambutol. Tuberculosis (Edinb), 2008. 88(2): p. 102-5. [2]. Rastogi, N., V. Labrousse, and K.S. Goh, In vitro activities of fourteen antimicrobial agents against drug susceptible and resistant clinical isolates of Mycobacterium tuberculosis and comparative intracellular activities against the virulent H37Rv strain [3]. Kaur, D. and G.K. Khuller, In vitro, ex-vivo and in vivo activities of ethambutol and sparfloxacin alone and in combination against mycobacteria. Int J Antimicrob Agents, 2001. 17(1): p. 51-5. |
Chemical & Physical Properties
| Boiling Point | 345.3ºC at 760 mmHg |
|---|---|
| Melting Point | 198-200°C |
| Molecular Formula | C10H26Cl2N2O2 |
| Molecular Weight | 277.232 |
| Flash Point | 113.7ºC |
| Exact Mass | 276.137146 |
| PSA | 64.52000 |
| LogP | 2.09320 |
| Vapour Pressure | 3.35E-07mmHg at 25°C |
| InChIKey | AUAHHJJRFHRVPV-BZDVOYDHSA-N |
| SMILES | CCC(CO)NCCNC(CC)CO.Cl.Cl |
| Storage condition | Refrigerator |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 45 mg/kg/3D-I
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - visual field changes Sense Organs and Special Senses (Eye) - effect, not otherwise specified
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Human - man
- DOSE/DURATION :
- 46 mg/kg/3D-I
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - visual field changes
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Unreported
- SPECIES OBSERVED :
- Human - woman
- DOSE/DURATION :
- 720 mg/kg/48D
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - visual field changes
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 6800 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 1200 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 300 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 8900 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1800 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 230 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Mammal - dog
- DOSE/DURATION :
- 31200 mg/kg/22W-C
- TOXIC EFFECTS :
- Lungs, Thorax, or Respiration - chronic pulmonary edema Cardiac - other changes Liver - other changes
- TYPE OF TEST :
- Sex chromosome loss and nondisjunction
- TYPE OF TEST :
- Micronucleus test
MUTATION DATA - TEST SYSTEM :
- Rodent - mouse
- DOSE/DURATION :
- 12500 ug/kg
- REFERENCE :
- IRLCDZ IRCS Medical Science: Library Compendium. (Lancaster, UK) V.3-11, 1975-83. For publisher information, see IMSCE2. Volume(issue)/page/year: 10,135,1982 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5347 No. of Facilities: 93 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 590 (estimated) No. of Female Employees: 430 (estimated)
- TEST SYSTEM :
- Rodent - mouse
- DOSE/DURATION :
- 12500 ug/kg
- REFERENCE :
- IRLCDZ IRCS Medical Science: Library Compendium. (Lancaster, UK) V.3-11, 1975-83. For publisher information, see IMSCE2. Volume(issue)/page/year: 10,135,1982 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5347 No. of Facilities: 93 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 590 (estimated) No. of Female Employees: 430 (estimated)
Safety Information
| Symbol | GHS08 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H360 |
| Precautionary Statements | P201-P308 + P313 |
| Personal Protective Equipment | Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges |
| Hazard Codes | T: Toxic; |
| Risk Phrases | R61 |
| Safety Phrases | S53-S22-S36/37/39-S45 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | EL3854000 |
| HS Code | 2922191000 |
Customs
| HS Code | 2922191000 |
|---|
Articles25
More Articles| Simple and accurate quantitative analysis of 20 anti-tuberculosis drugs in human plasma using liquid chromatography-electrospray ionization-tandem mass spectrometry. J. Pharm. Biomed. Anal. 102 , 9-16, (2014) A simple and accurate liquid chromatography (LC)-tandem mass spectrometry (MS/MS) method for the quantitation of 20 anti-tuberculosis (anti-TB) drugs in human plasma, was developed as a tool for thera... | |
| Transport properties in aqueous ethambutol dihydrochloride. Int. J. Pharm. 479(2) , 306-11, (2015) Mutual diffusion coefficients, densities and viscosities are reported for aqueous solutions of ethambutol as its dihydrochloride (EMBDHC) at finite concentrations and at 298.15K. From these experiment... | |
| Detection of residual rifampicin in urine via fluorescence quenching of gold nanoclusters on paper. J. Nanobiotechnology 13 , 46, (2015) Rifampicin or rifampin (R) is a common drug used to treat inactive meningitis, cholestatic pruritus and tuberculosis (TB), and it is generally prescribed for long-term administration under regulated d... |
Synonyms
| 2,2'-(Ethane-1,2-diylbis(azanediyl))bis(butan-1-ol) 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 |
| (S,S)-2,2'-(1,2-Ethanediyldiimino)bis-1-butanol Dihydrochloride |
| (2S,2'S)-2,2'-(Ethane-1,2-diyldiimino)dibutan-1-ol dihydrochloride |
| Ethambutol hydrochloride |
| Ethambutol dihydrochloride |
| (2S,2'S)-2,2'-(1,2-Ethanediyldiimino)di(1-butanol) dihydrochloride |
| 1-Butanol, 2,2'-(1,2-ethanediyldiimino)bis-, (2S,2'S)-, hydrochloride (1:2) |
| MFCD00216025 |
| EINECS 213-970-7 |
| 2,2'-[1,2-Ethanediyldi(imino)]di(1-butanol) dihydrochloride |
