Title: Carbinoxamine
CAS Registry Number: 486-16-8
CAS Name: 2-[(4-Chlorophenyl)-2-pyridinylmethoxy]-N,N-dimethylethanamine
Additional Names: 2-[p-chloro-a-(2-dimethylaminoethoxy)benzyl]pyridine; paracarbinoxamine
Molecular Formula: C16H19ClN2O
Molecular Weight: 290.79
Percent Composition: C 66.09%, H 6.59%, Cl 12.19%, N 9.63%, O 5.50%
Literature References: Prepn: Tilford, Shelton, US 2606195 (1952 to Wm. S. Merrell); Swain, US 2800485 (1957 to McNeil Labs.). Prepn of l-form: GB 905993 (1962 to McNeil Labs.), C.A. 58, 5644a (1962). Abs config of l-form: V. Barouh et al., J. Med. Chem. 14, 834 (1971). Pharmacology and toxicology: R. Cahen, Ann. Pharm. Fr. 20, 463 (1962). GLC determn in serum: D. J. Hoffman et al., J. Pharm. Sci. 72, 1342 (1983).
Properties: Liquid, bp0.1 158-162°.
Boiling point: bp0.1 158-162°
Derivative Type: Hydrochloride
Molecular Formula: C16H19ClN2O.HCl
Molecular Weight: 327.25
Percent Composition: C 58.72%, H 6.16%, Cl 21.67%, N 8.56%, O 4.89%
Properties: Crystals from isopropanol + ethyl acetate, dec 162-164°. Sol in water.
Derivative Type: Maleate
CAS Registry Number: 3505-38-2
Trademarks: Allergefon (Lafon); Clistin (McNeil); Ciberon (Taisho); Lergefin (Larma); Polistin T-Caps (Trommsdorff)
Molecular Formula: C16H19ClN2O.C4H4O4
Molecular Weight: 406.86
Percent Composition: C 59.04%, H 5.70%, Cl 8.71%, N 6.89%, O 19.66%
Properties: Bitter crystals from ethyl acetate, mp 117-119°. Freely sol in water, alcohol, chloroform. Very slightly sol in ether. pH of 1% aq soln 4.6-5.1. LD50 in mice (mg/kg): 166 i.p. (Cahen).
Melting point: mp 117-119°
Toxicity data: LD50 in mice (mg/kg): 166 i.p. (Cahen)
Derivative Type: l-Form
Additional Names: Levocarbinoxamine; rotoxamine
Manufacturers' Codes: McN-R-73-Z
Properties: bp0.5 143-144°. nD20 1.5522. [a]D25 -6.8° (c = 2 in methanol).
Boiling point: bp0.5 143-144°
Optical Rotation: [a]D25 -6.8° (c = 2 in methanol)
Index of refraction: nD20 1.5522
Derivative Type: l-Form d-tartrate
CAS Registry Number: 49746-00-1
Trademarks: Twiston (McNeil)
Molecular Formula: C16H19ClN2O.C4H6O6
Molecular Weight: 440.87
Percent Composition: C 54.49%, H 5.72%, Cl 8.04%, N 6.35%, O 25.40%
Properties: Crystals from isopropanol, mp 143-144.5°. [a]D25 +37.2° (c = 20 in methanol).
Melting point: mp 143-144.5°
Optical Rotation: [a]D25 +37.2° (c = 20 in methanol)
Therap-Cat: Antihistaminic.
Keywords: Antihistaminic; Aminoalkylethers. |