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| CAS No.: | 74-55-5 |
|---|---|
| Name: | Ethambutol |
| Molecular Structure: | |
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| Formula: | C10H24N2O2 |
| Molecular Weight: | 204.313 |
| Synonyms: | 1-Butanol,2,2'-(1,2-ethanediyldiimino)bis-, [S-(R*,R*)]-;1-Butanol,2,2'-(ethylenediimino)di-, (+)- (8CI);(+)-Ethambutol;(+)-N,N'-Bis[1-(hydroxymethyl)propyl]ethylenediamine;(+)-S,S-Ethambutol;(2S,7S)-2,7-Diethyl-3,6-diazaoctane-1,8-diol;(S,S)-Ethambutol;Diambutol;EMB;Purderal;d-2,2'-(Ethylenediimino)bis(1-butanol);d-2,2'-(Ethylenediimino)di-1-butanol;d-Ethambutol;d-N,N'-Bis(1-hydroxymethylpropyl)ethylenediamine; |
| EINECS: | 200-810-6 |
| Density: | 0.987 g/cm3 |
| Melting Point: | 199 - 204oC |
| Boiling Point: | 345.342 °C at 760 mmHg |
| Flash Point: | 113.661 °C |
| Solubility: | Soluble in water. Also soluble in chloroform and methylene chloride |
| Appearance: | white crystalline hygroscopic powder |
| PSA: | 64.52000 |
| LogP: | 0.48920 |
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| Conditions | Yield |
|---|---|
| In ethanol at 78 - 80℃; for 9.5h; Solvent; Temperature; | 98.01% |
| (heating); |
- 74-55-5
ethambutol
| Conditions | Yield |
|---|---|
| With potassium hydroxide In ethanol for 10h; Reflux; | 91% |
- 909567-52-8
(S,S)-N1,N2-bis(1-tert-butyldimethylsilyloxybutan-3-yl)oxamide
- 74-55-5
ethambutol
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran for 24h; Heating; | 80% |
- 74-55-5
ethambutol
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran Heating; | 75% |
| Stage #1: (S,S)-2-[[[1-(methoxycarbonyl)propylamino]oxalyl]amino]butyric acid methyl ester With lithium aluminium tetrahydride In tetrahydrofuran for 48h; Heating / reflux; Stage #2: With sodium hydroxide In tetrahydrofuran; water at 20℃; for 0.5h; | 36% |
- 36697-75-3
2,2'-bis(4-ethyloxazoline)
- 74-55-5
ethambutol
| Conditions | Yield |
|---|---|
| With hydrogen; rhodium(IV) oxide; platinum In ethanol Ambient temperature; |
| Conditions | Yield |
|---|---|
| With potassium hydroxide |
- 74-55-5
ethambutol
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In diethyl ether Heating; |
- 61051-11-4
(-)-(S)-N,N'-Bis-(2-hydroxy-1-aethyl-aethyl)-oxalsaeurediamid
- 74-55-5
ethambutol
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether | |
| Multi-step reaction with 3 steps 1: SOCl2 2: NaOH / methanol / 1 h / Heating 3: H2 / Pt-RhO2 / ethanol / Ambient temperature View Scheme |
- 74-55-5
ethambutol
| Conditions | Yield |
|---|---|
| With hydrogenchloride; hydrogen; 3percent Pd/C In methanol at 20℃; under 760.051 Torr; for 48h; Hydrogenolysis; |
- 147315-16-0
(S,S)-2-[[[1-(methoxycarbonyl)-3-(methylsulfanyl)propylamino]oxalyl]amino]-4-(methylsulfanyl)butyric acid methyl ester
- 74-55-5
ethambutol
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 64 percent / W-4 Raney nickel / methanol; H2O / Heating 2: 75 percent / lithium aluminum hydride / tetrahydrofuran / Heating View Scheme |
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Chemistry
IUPAC Name: (2S)-2-[2-[[(2S)-1-hydroxybutan-2-yl]amino]ethylamino]butan-1-ol
Synonyms: Ethambutol;(+)-2,2-(Ethylenediimino)di-1-butanol ; (+)-2,2’-(Ethylenediimino)Di-1-butanol;(+)-n,n’-bis(1-(hydroxymethyl)propyl)ethylenediamine ; (+)-S,s-ethambutol ;(R)-2,2’-(1,2-ethanediyldiimino)Bis-1-butanol ; 2,2’-(1,2-Ethanediyldiimino)bis-,(r-(r*,r*))-1-butano ; 2’-(1,2-Ethanediyldiimino)bis-(r)-1-butano
CAS: 74-55-5
MF: C10H24N2O2
MW: 204.31
MS: .gif)
EINECS: 200-810-6
Mol File: 74-55-5.mol
Surface Tension: 38 dyne/cm
Density: 0.987 g/cm3
Flash Point: 113.7 °C
Enthalpy of Vaporization: 68.26 kJ/mol
Boiling Point: 345.3 °C at 760 mmHg
Flash Point: 95°C
Vapour Pressure: 3.9E-06 mmHg at 25°C
eat Of Vaporization:49.0 kJ/mol
Refractive Index:1.5738 (20 C)
Uses
Tibutol (74-55-5) has anti-tuberculosis effect on the common tuberculos iof anti-TB drug resistance . the product can still have inhibitation,but It's inhibitory effect is weaker than the small isoniazid, approximation with streptomycin.no effect on other bacteria and fungi.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
| human | TDLo | oral | 1410mg/kg/11W (1410mg/kg) | sense organs and special senses: visual field changes: eye | New Zealand Medical Journal. Vol. 111, Pg. 428, 1998. |
| mammal (species unspecified) | LD50 | intravenous | 350mg/kg (350mg/kg) | lungs, thorax, or respiration: other changes | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 63(3), Pg. 114S, 1967. |
| mammal (species unspecified) | LD50 | subcutaneous | 890mg/kg (890mg/kg) | lungs, thorax, or respiration: other changes | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 63(3), Pg. 114S, 1967. |
| man | TDLo | oral | 332mg/kg/31D- (332mg/kg) | lungs, thorax, or respiration: "fibrosis, focal (pneumoconiosis)" | Journal of Allergy and Clinical Immunology. Vol. 100, Pg. 712, 1997. |
| man | TDLo | oral | 600mg/kg (600mg/kg) | peripheral nerve and sensation: structural change in nerve or sheath | British Medical Journal. Vol. 2, Pg. 1105, 1976. |
| man | TDLo | oral | 1200mg/kg (1200mg/kg) | skin and appendages (skin): "dermatitis, other: after systemic exposure" | British Medical Journal. Vol. 2, Pg. 1105, 1976. |
| mouse | LD50 | intraperitoneal | 1075mg/kg (1075mg/kg) | behavioral: convulsions or effect on seizure threshold | Dissertationes Pharmaceuticae et Pharmacologicae. Vol. 23, Pg. 463, 1971. |
| mouse | LD50 | intravenous | 240mg/kg (240mg/kg) | behavioral: convulsions or effect on seizure threshold | Dissertationes Pharmaceuticae et Pharmacologicae. Vol. 23, Pg. 463, 1971. |
| mouse | LD50 | oral | 8700mg/kg (8700mg/kg) | behavioral: convulsions or effect on seizure threshold | Dissertationes Pharmaceuticae et Pharmacologicae. Vol. 23, Pg. 463, 1971. |
| rat | LD50 | oral | 998mg/kg (998mg/kg) | | Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967. |
| women | TDLo | oral | 900mg/kg/60D- (900mg/kg) | liver: "jaundice, cholestatic" | British Medical Journal. Vol. 292, Pg. 866, 1986. |
Safety Profile
Specification
Ingestion:If Tibutol (74-55-5) is swallowed, wash out mouth with water provided person is conscious. Call a physician.
Inhalation:If inhaled, remove to fresh air. If not breathing give artificial respiration. If breathing is difficult, give oxygen.
Eyes:Assure adequate flushing of the eyes by separating the eyelids with fingers.
Handling and Storage Back to Contents
Storage:Keep tightly closed. Store Tibutol (74-55-5) at 2-8 °C.
Personal Protection:Wear appropriate government approved respirator, chemical-resistant gloves, safety goggles, other protective clothing. Faceshield (8-inch minimum).
Exposure Effects:Irritant. Causes severe irritation. Severe lachrymator.
Fire Fighting:Extinguish: using carbon dioxide, dry chemical powder, or appropriate foam. Water spray: Wear self-contained breathing apparatus and protective clothing to prevent contact with skin and eyes.
Small spills/leaks:Cover with dry lime or soda ash, pick up, keep in a closed container, and hold for waste disposal. Ventilate area and wash spill site after material pickup is complete.
Incompatibilities:Strong oxidizing agents, Strong bases, Strong reducing agents.
Decomposition:Carbon monoxide, Carbon dioxide.