N.sup.G -monomethyl-L-arginine hydrochloride derivatives and the

Details N.sup.G -monomethyl-L-arginine hydrochloride derivatives and the N.sup.G -monomethyl-L-arginine hydrochloride derivatives and the

1997-05-23

1998-06-16

Shippen, Michael L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acids and salts thereof

C07C24100

Patent

active

057673128

ABSTRACT:
Crystalline N.sup.G -monomethyl-L-arginine hydrochloride is disclosed. At least three distinguishable isomorphic forms are present. The solid salt can be made by dissolving N.sup.G -monomethyl-L-arginine in hydrochloric acid and crystallising out N.sup.G -monomethyl-L-arginine hydrochloride. The crystallising step requires several months at low temperature. However, the process can be facilitated by seeding with crystals of N.sup.G -monomethyl-L-arginine hydrochloride. Alternatively, crystalline N.sup.G -monomethyl-L-arginine hydrochloride can be prepared by dissolving a salt of N.sup.G -monomethyl-L-arginine other than the hydrochloride salt with hydrochloric acid and removing the original salt forming ion by crystallising out the hydrochloride salt.

REFERENCES:
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Prabhakaran et al J. Am. Chem. Soc. 1988, 110, 5785-5791 Biosynthesis of Blasticidin S from L-.alpha.-Arginine. Stereochemistry in the Arginine-2,3-aminomutase Reaction.
Vogel, "A Textbook of Practical Organic Chemistry," 3rd. Ed., pp. 122-136, 1956.
R.G. Kilbourn et al.; Proc. Natl. Acad. Sci. USA; vol. 87; pp. 3629-3632; May 1990.
NG-Methyl-L-arginine inhibits tumor necrosis factor-induced hypotension: Implications for the involvement of nitric oxide.
European Search Report PCT/GB 93/01563. (1993).

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