9007. Surinamine

Nomenclature

CAS number: 537-49-5
N-Methyl-l-tyrosine; andirine; angeline; geoffroyine; ratanhine.
C10H13NO3; mol wt 195.22.
C 61.52%, H 6.71%, N 7.17%, O 24.59%.

Description and references

Isoln from bark of Andira retusa Kunth. (Geoffroya retusa Lam.), Leguminosae: Hiller-Bombein, Arch. Pharm. 230, 513 (1892). Prepn of inactive compd: Kanevskaya, J. Prakt. Chem. 124, 48 (1929). Prepn of l-form: Kanao, J. Pharm. Soc. Jpn. 66, 4 (1946); Huguenin, Boissonnas, Helv. Chim. Acta 44, 213 (1961). Prepn of d-form: Izumiya, Nagamatsu, Bull. Chem. Soc. Jpn. 25, 265 (1952).

Chemical structure

Properties

Crystals, mp 292-295°. [α]D21 +19.6° (c = 3.8 in 10% HCl). Almost insol in water. Slightly sol in alcohol; sol in dil acids.

Derivative

d-Form.

Properties

Crystals, mp 273-274°. [α]D15 18.9° (c = 1.74 in 3N HCl).

Derivative

dl-Form.

Properties

Crystals from water.