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| CAS No.: | 139-93-5 |
|---|---|
| Name: | 6,6'-dihydroxy-3,3'-diarsene-1,2-diyldianilinium dichloride |
| Molecular Structure: | |
|
|
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| Formula: | C12H12 As2 N2 O2 . 2 Cl H |
| Molecular Weight: | 439.005 |
| Synonyms: | Phenol,4,4'-(1,2-diarsenediyl)bis[2-amino-, dihydrochloride (9CI); Phenol, 4,4'-arsenobis[2-amino-,dihydrochloride (8CI); Arsabenzosol; Arsaminol; Arsenphenolamine hydrochloride;Arsphenamine; Diarsenol; Ehrlich 606; Eparsenol; Kharsivan; NSC 3097; Novarsol;Phenarsenamine; Salvarsan; Sanluol; Tanvarsan |
| Density: | g/cm3 |
| Melting Point: | 190°C (rough estimate) |
| Boiling Point: | °Cat760mmHg |
| Flash Point: | °C |
| Safety: | Poison by intravenous, intraperitoneal, and subcutaneous routes. Implicated in aplastic anemia. When heated to decomposition it emits very toxic fumes of As, NOx, and HCl. See also ARSENIC COMPOUNDS. |
| PSA: | 95.74000 |
| LogP: | -7.64820 |
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Chemistry
Salvarsan with CAS register number of 139-93-5 is also named as 6,6'-Dihydroxy-3,3'-diarsene-1,2-diyldianilinium dichloride ; 3,3'-Diamino-4,4'-Dihydroxyarsenobenzene ; 4,4-Arsenobis(2-aminophenol)dihydrochloride ; Arsabenzosol ; Phenarsenamine ; Arsaminol ; Diarsenol ; Eparsenol ; Kharsivan ; Novarsol ; Tanvarsan ,and so on.
IUPAC Name: 2-Amino-4-(3-amino-4-hydroxyphenyl)arsanylidenearsanylphenol
dihydrochloride
CAS: 139-93-5
Molecular Formula: C12H14As2Cl2N2O2
Molecular Weight: 439.00096
Molecular structure:
EINECS: 205-386-6
H bond acceptors: 4
H bond donors: 6
Freely Rotating Bonds: 6
Topological Polar Surface Area: 92.5
Heavy Atom Count: 20
Formal Charge: 0
Complexity: 276
Isotope Atom Count: 0
Defined Atom StereoCenter Count: 0
Undefined Atom StereoCenter Count: 0
Defined Bond StereoCenter Count: 0
Undefined Bond StereoCenter Count: 0
Covalently-Bonded Unit Count: 3
History
The anti-syphilitic activity of Salvarsan (CAS No.139-93-5) was discovered by Sahachiro Hata in 1908 in the laboratory of Paul Ehrlich, during a survey of hundreds of newly-synthesized organic arsenical compounds. By screening many compounds, a drug could be discovered with anti-microbial activity. Ehrlich's team began their search for such a magic bullet among chemical derivatives of the dangerously toxic drug atoxyl. Arsphenamine was firstly called 606 because it was the 606th compound synthesized for testing; it was marketed by Hoechst AG under the trade name Salvarsan in 1910.A more soluble (but slightly less effective) arsenical compound, Neosalvarsan, (neoarsphenamine), became available in 1912. These arsenical compounds came with considerable risk of side effects, and they were supplanted as treatments for syphilis in the 1940s by penicillin.
Uses
Salvarsan (CAS No.139-93-5) is commonly used as pharmaceutical raw material.
Toxicity Data With Reference
| 1. | ipr-rat LDLo:112 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 9 (1917),354. | ||
| 2. | scu-rat LDLo:175 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 9 (1917),354. | ||
| 3. | ivn-rat LD50:37 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 73 (1941),12. | ||
| 4. | orl-mus LDLo:2 g/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 76 (1942),358. | ||
| 5. | ipr-mus LDLo:162 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 9 (1917),354. | ||
| 6. | scu-mus LDLo:125 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 9 (1917),354. | ||
| 7. | ivn-mus LDLo:91 mg/kg | HBAMAK Abdernaldens Handbuch der Biologischen Arbeitsmethoden. 4 (1935),1289. |
Consensus Reports
Arsenic and its compounds are on the Community Right-To-Know List.
Safety Profile
Salvarsan (CAS No.139-93-5) is poisonous by intravenous, intraperitoneal, and subcutaneous routes. Implicated in aplastic anemia. When heated to decomposition it emits very toxic fumes of As, NOx, and HCl.
Standards and Recommendations
OSHA PEL: TWA 0.5 mg(As)/m3
ACGIH TLV: BEI: 35 µ (As)/L inorganic arsenic and methylated metabolites in urine