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CAS No 91-81-6 , N'-benzyl-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine

  • Name: N'-benzyl-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine
  • Synonyms: Pyrinamine base; Resistamine; Piribenzil; Pyribenzamin; Benzoxale;N'-benzyl-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine; Cizaron; Tripelennamin; Tonaril;Pyribenzamine;
  • CAS Registry Number:
  • Boiling Point: 185 - 190 C at 1.7 mm Hg
  • Safety Statements: Poison by ingestion and intraperitoneal routes. Human mutation data reported. Has been implicated in aplastic anemia. Used as an antihistamine. Addicts have added it to paregoric to make “blue velvet,” which can cause euphoria by injection. When heated to decomposition it emits toxic fumes of NOx.
  • Hazard Symbols: Toxic by ingestion.
  • EINECS: 202-100-1
  • Molecular Weight: 255.35804
  • InchiKey: UFLGIAIHIAPJJC-UHFFFAOYSA-N
  • InChI: InChI=1S/C16H21N3/c1-18(2)12-13-19(16-10-6-7-11-17-16)14-15-8-4-3-5-9-
    15/h3-11H,12-14H2,1-2H3
  • Molecular Formula: C16H21N3
  • Molecular Structure:CAS No:91-81-6 N'-benzyl-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine

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References of N'-benzyl-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine
Title: Tripelennamine
CAS Registry Number: 91-81-6
CAS Name: N,N-Dimethyl-N￠-(phenylmethyl)-N￠-2-pyridinyl-1,2-ethanediamine
Synonyms: 2-[benzyl(2-dimethylaminoethyl)amino]pyridine; N-benzyl-N￠,N￠-dimethyl-N-(2-pyridyl)ethylenediamine; N,N-dimethyl-N￠-benzyl-N￠-(a-pyridyl)ethylenediamine; b-dimethylaminoethyl-2-pyridylbenzylamine; b-dimethylaminoethyl-2-pyridylaminotoluene
Molecular Formula: C16H21N3
Molecular Weight: 255.36
Percent Composition: C 75.26%, H 8.29%, N 16.46%
Literature References: Prepn: C. P. Huttrer et al., J. Am. Chem. Soc. 68, 1999 (1946); C. Djerassi et al., US 2406594 (1946 to Ciba); R. J. Horclois, US 2502151 (1950 to Rh?ne-Poulenc). Crystal structure: M. Parvez, Acta Crystallogr. C43, 1408 (1987). Toxicity studies: D. P. Waller et al., Clin. Toxicol. 16, 17 (1980). Comprehensive description: H. G. Piskorik, Anal. Profiles Drug Subs. 14, 108-133 (1985).
Properties: Yellow oil. Amine odor. bp0.1 138-142°, bp1.7 185-190°, bp20 193-205°. nD25 1.5759-1.5765. Miscible with water.
Boiling point: bp0.1 138-142°; bp1.7 185-190°; bp20 193-205°
Index of refraction: nD25 1.5759-1.5765
 
Derivative Type: Hydrochloride
CAS Registry Number: 154-69-8
Trademarks: Dehistin (EGYT); Azaron (Chefaro); Pyribenzamine (Novartis); PBZ (Novartis); Vetibenzamina (Novartis)
Molecular Formula: C16H21N3.HCl
Molecular Weight: 291.82
Percent Composition: C 65.85%, H 7.60%, N 14.40%, Cl 12.15%
Properties: Crystals from ethyl acetate + methanol, mp 192-193°. Bitter taste, produces temporary numbness of the tongue. uv max (water): 244, 305 (e 14470, 4780). One gram dissolves in 0.77 ml water, in 6 ml alcohol, in 6 ml chloroform, in about 350 ml acetone. Practically insol in benzene, ether, ethyl acetate. About neutral to litmus. pH of aq soln contg 25 mg/ml: 6.71; 50 mg/ml: 6.67; 100 mg/ml: 5.56. LD50 in mice (mg/kg): 47 i.p. (Walker).
Melting point: mp 192-193°
Absorption maximum: uv max (water): 244, 305 (e 14470, 4780)
Toxicity data: LD50 in mice (mg/kg): 47 i.p. (Walker)
 
Derivative Type: Citrate
CAS Registry Number: 6138-56-3
Molecular Formula: C16H21N3.C6H8O7
Molecular Weight: 447.48
Percent Composition: C 59.05%, H 6.53%, N 9.39%, O 25.03%
Properties: Crystals, mp 106-110°. Less bitter than the hydrochloride. Freely sol in water, alcohol. Very slightly sol in ether. Practically insol in benzene, chloroform. 1% aq soln has a pH of 4.25.
Melting point: mp 106-110°
 
Therap-Cat: Antihistaminic.
Therap-Cat-Vet: Antihistaminic.
Keywords: Antihistaminic; Ethylenediamine Derivatives.