U.S. patents available from 1976 to present.
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17 ଱-Acyl-4-aza-5a-androst-1-en-3-ones as 5 alpha-reductase inhibitors

Patent 4859681 Issued on August 22, 1989. Estimated Expiration Date: Icon_subject December 3, 2007. Estimated Expiration Date is calculated based on simple USPTO term provisions. It does not account for terminal disclaimers, term adjustments, failure to pay maintenance fees, or other factors which might affect the term of a patent.

Patent References

2227876

3239417

3264301

3285918

Preparation of 4-aza-17-substituted-5଱-androstan-3-ones useful as 5଱-reductase inhibitors
Patent #: 4220775
Issued on: 09/02/1980
Inventor: Rasmusson ,   et al.

4-Aza-17ଲ-substituted-5଱-androstan-3-one-reductase inhibitors
Patent #: 4377584
Issued on: 03/22/1983
Inventor: Rasmusson ,   et al.

17ଲ-N-monosubstituted carbamoyl-4-aza-5଱-androst-1-en-3-ones which are active as testosterone 5଱-reductase inhibitors Patent #: 4760071
Issued on: 07/26/1988
Inventor: Rasmusson ,   et al.

Inventors

Assignee

Application

No. 07/129335 filed on 12/03/1987

US Classes:

514/284, Tetracyclo ring system having the six-membered hetero ring as one of the cyclos514/859, Acne546/77The six-membered hetero ring shares ring members with one other cyclo only

Examiners

Primary: Sutto, Anton H.
Assistant: Rivers, Diana G.

Attorney, Agent or Firm

International Classes

C07J 73/00 (20060101)
C07C 62/00 (20060101)
C07C 62/38 (20060101)

Abstract

17ଲ-Acyl-4-aza-5଱-androst-1-en-3-ones of the formula: ##STR1## wherein R is selected from hydrogen, methyl and ethyl andR2 is a monovalent radical selected from straight carbons, or monocyclic aryl optionally containing 1 or more lower alkyl substituents of from 1-2 carbon atoms and/or 1 or more halo (Cl or Br) substituents, aralkyl selected from benzyl and phenethyl and heterocyclic selected from 2- or 4-pyridyl, 2-pyrrolyl, 2-furyl or thiophenyl;and R', R" and R'" are each selected from hydrogen and methyl and pharmaceutical formulation of the above compounds are active as testosterone 5଱-reductase inhibitors and thus are useful topically for treatment of acne, seborrhea, female hirsutism, and systemically in treatment of benign prostatic hypertrophy.

Other References

  • Neri et al., A Biological Profile of a Nonsteroidal Antiandrogen, ENDO, 1972, vol. 91, No. 2, pp. 427-437
  • Nayfe et al., Metabolism of Progesterone by Rat Testicular Homogenates, 9/69, STEROIDS, pp. 269-283
  • Doorenbos & Solomons; Synthesis & Antimicrobial Properties of 17ଲ-Isopentyloxy-4-aza-5଱-androstane & 4-Methyl Derivative; J. Pharm. Sci. 62, 4, pp. 638-640, (1973)
  • Doorenbos & Brown; 4,17଱-Dimethyl-4-aza-5଱-androstan-17ଲ-ol Acetate & Related Azasteroids; J. Pharm. Sci. 60,4, pp. 1234-1235, (1971)
  • Doorenbos & Kim, Synthesis & Evaluation of Antimicrobial Properties of Amidinoazaandrostane & Quanidinoazaandrostanes; J. Phar. Sci. 63,4, pp. 620-622, (1974)
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