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CAS No 313-67-7 , 8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid

  • Name: 8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid
  • Synonyms: 313-67-7; Aristolochin; Birthwort; Aristolochic acid I; TR 1736; Tardolyt;Aristolochic acid;8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid; ARISTOLOCHINE; Aristolochic acid A;
  • CAS Registry Number:
  • Transport: UN 1544
  • Melting Point: 260 °C
  • Flash Point: 326 ºC
  • Boiling Point: 615.5 ºC at 760 mmHg
  • Density: 1.571g/cm3
  • Water Solubility: DMSO: soluble in water
  • Safety Statements: R25
  • Hazard Symbols: T: Toxic;
  • Flash Point: 326 ºC
  • EINECS: 206-238-3
  • Molecular Weight: 341.27174
  • InchiKey: BBFQZRXNYIEMAW-UHFFFAOYSA-N
  • InChI: InChI=1S/C17H11NO7/c1-23-12-4-2-3-8-9(12)5-11(18(21)22)14-10(17(19)20)6-
    13-16(15(8)14)25-7-24-13/h2-6H,7H2,1H3,(H,19,20)
  • Risk Statements: S7;S35;S45
  • Molecular Formula: C17H11NO7
  • Molecular Structure:CAS No:313-67-7 8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid

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References of 8-methoxy-6-nitronaphtho[2,1-g][1,3]benzodioxole-5-carboxylic acid
Title: Aristolochic Acid
CAS Registry Number: 313-67-7
CAS Name: 8-Methoxy-6-nitrophenanthro[3,4-d]-1,3-dioxole-5-carboxylic acid
Synonyms: 3,4-methylenedioxy-8-methoxy-10-nitro-1-phenanthrenecarboxylic acid; aristolochic acid-I; aristolochine
Molecular Formula: C17H11NO7
Molecular Weight: 341.27
Percent Composition: C 59.83%, H 3.25%, N 4.10%, O 32.82%
Literature References: One of a group of fourteen known, substituted 1-phenanthrenecarboxylic acids, aristolochic acids, that occur in Aristolochiaceae and in butterflies feeding on these plants. They are often accompanied by aristololactams, twelve of which have been characterized. Isoln: G?nshirt, Pharmazie 8, 584 (1953); Pailer et al., Monatsh. Chem. 86, 676 (1955); Coutts et al., J. Pharm. Pharmacol. 11, 607 (1959); Kupchan, Doskotch, J. Med. Pharm. Chem. 5, 657 (1962). Structure: Pailer et al., Monatsh. Chem. 87, 249 (1956). Synthesis: Kupchan, Wormser, J. Org. Chem. 30, 3792 (1965). Biosynthesis: Spenser, Tiwari, Chem. Commun. 1966, 55. Acute toxicity: U. Mengs, Arch. Toxicol. 59, 328 (1987). Review: D. B. Mix et al., J. Nat. Prod. 45, 657-666 (1982).
Properties: Shiny brown leaflets from DMF + hot water, dec 281-286°. uv max (ethanol): 390, 318, 250 nm (e 6500; 12000; 27000). Slightly sol in water; sol in alcohol, chloroform, ether, acetone, acetic acid, aniline, alkalies. Practically insol in benzene, carbon disulfide. LD50 in male, female mice, male, female rats (mg/kg): 38.4, 70.1, 82.5, 74.0 i.v.; 55.9, 106.1, 203.4, 183.9 orally (Mengs).
Absorption maximum: uv max (ethanol): 390, 318, 250 nm (e 6500; 12000; 27000)
Toxicity data: LD50 in male, female mice, male, female rats (mg/kg): 38.4, 70.1, 82.5, 74.0 i.v.; 55.9, 106.1, 203.4, 183.9 orally (Mengs)
 
Derivative Type: Methyl ester
Molecular Formula: C18H13NO7
Molecular Weight: 355.30
Percent Composition: C 60.85%, H 3.69%, N 3.94%, O 31.52%
Properties: Orange-yellow rods from hot methanol, mp 285-286°.
Melting point: mp 285-286°