4722. Histrelin

Nomenclature

CAS number: 76712-82-8
6-[1-(Phenylmethyl)-d-histidine]-9-(N-ethyl-l-prolinamide)-10-deglycinamide luteinizing hormone-releasing factor (pig); 5-oxo-l-prolyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosyl-Nτ-benzyl-d-histidyl-l-leucyl-l-arginyl-N-ethyl-l-prolinamide; l-pyroglutamyl-l-histidyl-l-tryptophyl-l-seryl-l-tyrosyl-d-Nim-benzyl-histidyl-l-leucyl-l-arginyl-l-proline ethylamide; [(im-Bzl)-d-His6,Pro9-NEt]-gonadotropin-releasing hormone; ORF-17070; RWJ-17070.
C66H86N18O12; mol wt 1323.50.
C 59.89%, H 6.55%, N 19.05%, O 14.51%.

Description and references

Synthetic nonapeptide agonist analog of LH-RH, q.v. Prepn: J. E. F. Rivier, W. W. Vale, Jr., EP 21620; eidem, US 4244946 (both 1981 to Salk Inst.). See also: J. E. Rivier, W. W. Vale, Life Sci. 23, 869 (1978). Pharmacology: Y-Q. Cao et al., Int. J. Androl. 5, 158 (1982); J. W. Gunnet et al., J. Endocrinol. 131, 211 (1991). HPLC purification: J. Rivier et al., J. Chromatogr. 288, 303 (1984). Amino acid sequence: C. J. Shaw, M. L. Cotter, Chromatographia 21, 197 (1986). Clinical evaluations in polycystic ovarian disease: K. Steingold et al., J. Clin. Endocrinol. Metab. 65, 773 (1987); in endometriosis: idem et al., Obstet. Gynecol. 69, 403 (1987); in porphyria: K. E. Anderson et al., Arch. Intern. Med. 150, 1469 (1990); in PMS: J. F. Mortola et al., J. Clin. Endocrinol. Metab. 72, 252A (1991). Review of pharmacology and therapeutic use in central precocious puberty: L. B. Barradell, D. McTavish, Drugs 45, 570-588 (1993).

Chemical structure

Properties

[α]D20 33.9° (c = 1 in acetic acid).

Derivative

Acetate.

Nomenclature

Supprelin (Roberts).
C66H86N18O12.xC2H4O2.yH2O.

Therapeutic Category

Treatment of central precocious puberty.

Keywords

LH-RH Agonist