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| CAS No.: | 3811-73-2 |
|---|---|
| Name: | Sodium omadine |
| Molecular Structure: | |
|
|
|
| Formula: | C5H4NNaOS |
| Molecular Weight: | 149.149 |
| Synonyms: | 2-Pyridinethiol, 1-oxide, sodium salt (8CI,9CI);Sodium, (2-pyridylthio)-, N-oxide (7CI);1-Oxo-2-pyridinethiol sodium salt;2-Mercaptopyridine N-oxide sodium salt;2-Pyridylthiol-N-oxide sodium salt;Sodium 2-mercaptopyridine 1-oxide;Sodium pyridine-1-oxide-2-thiolate;Sodium pyrithione;Thione (reagent);2-Pyridinethiol,1-oxide, sodium salt (1:1); |
| EINECS: | 223-296-5 |
| Density: | 1.22 g/cm3 |
| Melting Point: | -25 °C |
| Boiling Point: | 253.8 °C at 760 mmHg |
| Flash Point: | 107.3 °C |
| Solubility: | 54.7 g/100 mL |
| Appearance: | clear solution |
| Hazard Symbols: |
 Xn, Xi
|
| Risk Codes: | 22-36/37/38-36/38 |
| Safety: | 26-36-24/25-37/39 |
| PSA: | 25.46000 |
| LogP: | 1.02090 |
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| Conditions | Yield |
|---|---|
| Stage #1: pyridine N-oxide With sodium sulfide; 1,3-diisopropylbenzene; sulfur; calcium hydroxide In water at 200℃; for 3.5h; Inert atmosphere; Stage #2: With sodium hydroxide In water pH=8; Temperature; Time; Reagent/catalyst; | |
| Stage #1: pyridine N-oxide With sodium sulfide; sodium hexadecyl diphenyl oxide disulfonate; sulfur; calcium hydroxide at 200℃; Autoclave; Inert atmosphere; Reflux; Stage #2: With hydrogenchloride In water pH=3; Stage #3: With sodium hydroxide In water pH=9; Reagent/catalyst; Temperature; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: dihydrogen peroxide / water / 1 h / 65 - 80 °C 2: sodium hydrogen sulfide; sodium hydroxide / water / 2.5 h / 60 - 65 °C / Large scale View Scheme | |
| Multi-step reaction with 2 steps 1: dihydrogen peroxide / water / 2 h / 65 - 80 °C / Molecular sieve; Green chemistry 2: sodium hydrogen sulfide; sodium hydroxide / 2 h / 65 - 80 °C / Green chemistry View Scheme | |
| Multi-step reaction with 2 steps 1: dihydrogen peroxide / water / 7 h / 90 °C 2: sodium hydrogen sulfide; sodium hydroxide / 3 h / 80 °C View Scheme |
| Conditions | Yield |
|---|---|
| With sodium hydrogen sulfide; sodium hydroxide In water at 60 - 65℃; for 2.5h; Large scale; | 1218 g |
| With sodium hydrogen sulfide; sodium hydroxide at 65 - 80℃; for 2h; Green chemistry; | 544 g |
| With sodium hydrogen sulfide; sodium hydroxide at 80℃; for 3h; |
- 3811-73-2
2-mercaptopyridine-1-oxide sodium salt
| Conditions | Yield |
|---|---|
| In diethyl ether | 100% |
- 3811-73-2
2-mercaptopyridine-1-oxide sodium salt
- 352233-40-0
13-bromo-12-methoxypodocarpa-8,11,13-trien-19-oyl chloride
- 352233-41-1
13-bromo-12-methoxy-4α-(2'-pyridylthio)-18-norpodocarpa-8,11,13-triene
| Conditions | Yield |
|---|---|
| With dmap In benzene for 1.75h; Heating; | 100% |
| Conditions | Yield |
|---|---|
| In water at 70℃; for 1.16667h; Product distribution / selectivity; | 99.1% |
| Conditions | Yield |
|---|---|
| In water at 70℃; for 2h; Product distribution / selectivity; | 98.8% |
- 10025-99-7
potassium tetrachloroplatinate(II)
- 3811-73-2
2-mercaptopyridine-1-oxide sodium salt
- 67-68-5
dimethyl sulfoxide
| Conditions | Yield |
|---|---|
| Stage #1: potassium tetrachloroplatinate(II); 2-mercaptopyridine-1-oxide sodium salt In water; N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: dimethyl sulfoxide In water; N,N-dimethyl-formamide at 100℃; for 10h; Inert atmosphere; | 98% |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Schlenk technique; | 97% |
- 3811-73-2
2-mercaptopyridine-1-oxide sodium salt
- 100-39-0
benzyl bromide
- 3915-60-4
2-(benzylsulfanyl)pyridine 1-oxide
| Conditions | Yield |
|---|---|
| In N,N-dimethyl-formamide at 80℃; for 2h; | 96% |
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Chemistry
IUPAC Name: sodium 1-oxidopyridine-2-thione
Empirical Formula: C5H4NNaOS
Molecular Weight: 149.1461g/mol
EINECS: 223-296-5
Structure of 2-Pyridinethiol,1-oxide, sodium salt (1:1) (CAS NO.3811-73-2):
Melting Point: -25 °C
Flash Point: 107.3 °C
Enthalpy of Vaporization: 57.06 kJ/mol
Boiling Point: 253.8 °C at 760 mmHg
Vapour Pressure: 0.00275 mmHg at 25°C
Density: 1.22
Solubility: H2O: 0.1 M at 20 °C, clear, faintly yellow
Water Solubility: 54.7 g/100 mL
Sensitive: Hygroscopic
Product Categories: Pyridines derivates;Heterocyclic Compounds;Classes of Metal Compounds;Na (Sodium) Compounds (excluding simple sodium salts);Typical Metal Compounds;C5;Heterocyclic Building Blocks;Pyridines
Canonical SMILES: C1=CC(=S)N(C=C1)[O-].[Na+]
InChI: InChI=1S/C5H4NOS.Na/c7-6-4-2-1-3-5(6)8;/h1-4H;/q-1;+1
InChIKey: XNRNJIIJLOFJEK-UHFFFAOYSA-N
Toxicity Data With Reference
| 1. | orl-mus LD50:870 mg/kg | OYYAA2 Oyo Yakuri. Pharmacometrics. 4 (1970),883. | ||
| 2. | ipr-mus LD50:370 mg/kg | OYYAA2 Oyo Yakuri. Pharmacometrics. 4 (1970),883. | ||
| 3. | scu-mus LD50:428 mg/kg | OYYAA2 Oyo Yakuri. Pharmacometrics. 4 (1970),883. | ||
| 4. | ivn-mus LD50:320 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#04703 . | ||
| 5. | par-mus LDLo:800 mg/kg | CBCCT* “Summary Tables of Biological Tests“ National Research Council Chemical-Biological Coordination Center. 7 (1955),693. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion, subcutaneous and parenteral routes. Used in preservation of cosmetics. When heated to decomposition it emits very toxic fumes of Na2O, NOx, and SOx. See also MERCAPTANS.
Hazard Codes: 
Xn,
Xi
Risk Statements: 22-36/37/38-36/38
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R36/38:Irritating to eyes and skin.
Safety Statements: 26-36-24/25-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S24/25:Avoid contact with skin and eyes.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
RTECS: UT9000000
F: 3-13
Standards and Recommendations
DFG MAK: 1 mg/m3
Specification
2-Pyridinethiol,1-oxide, sodium salt (1:1) , its cas register number is 3811-73-2. It also can be called Hydroxy-2-pyridinethione), sodium salt, tech. ; 1-Oxo-2-pyridinethiol sodium salt ; 2-Mercaptopyridine 1-oxide sodium salt ; 2-Mercaptopyridine-N-oxide sodium salt ; 2-Pyridinethiol N-oxide sodium salt ; 2-Pyridinethiol-1-oxide sodium salt ; Omadine sodium ; Sodium 2-pyridinethiolate 1-oxide ; Sodium pyrithione ; Sodium, (2-pyridinylthio)-, N-oxide ; Thione (reagent) . 2-Pyridinethiol,1-oxide, sodium salt (1:1) (CAS NO.3811-73-2) is a clear solution.