Cannabaceae

thcscience_admin

Mespirenone
Clinical data
Routes of
administration		Oral
ATC code
  • None
Identifiers
  • S-[(4aR,4bS,6aS,7S,7aS,8aS,8bS,8cR,9R)-4a,6a-Dimethyl-2,5'-dioxo-2,4',4b,5,5',6,6a,7a,8,8a,8b,8c,9,10-tetradecahydro-3'H,4aH-spiro[cyclopropa[4,5]cyclopenta[1,2-a]phenanthrene-7,2'-furan]-9-yl] ethane thioate
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC25H30O4S
Molar mass426.57 g·mol−1
3D model (JSmol)
  • CC(=O)SC1CC2=CC(=O)C=CC2(C3C1C4C5CC5C6(C4(CC3)C)CCC(=O)O6)C
  • InChI=InChI=1S/C25H30O4S/c1-13(26)30-19-11-14-10-15(27)4-7-23(14,2)17-5-8-24(3)22(21(17)19)16-12-18(16)25(24)9-6-20(28)29-25/h4,7,10,16-19,21-22H,5-6,8-9,11-12H2,1-3H3/t16-,17+,18+,19-,21+,22+,23+,24+,25+/m1/s1
  • Key:CPHJTSJQUQZOLJ-ISIDMKFXSA-N

Mespirenone (INN) (developmental code name ZK-94679), also known as Δ1-15β,16β-methylenespironolactone, is a steroidal antimineralocorticoid of the spirolactone group related to spironolactone that was never marketed.[1][2] Animal research found that it was 3.3-fold more potent as an antimineralocorticoid relative to spironolactone.[3] In addition to its antimineralocorticoid properties, mespirenone is also a progestogen, antigonadotropin, and antiandrogen.[2][4] It is 2- to 3-fold as potent as spironolactone as a progestogen and antigonadotropin but its antiandrogenic activity is markedly reduced and weak (though still of significance) in comparison.[4][5] Mespirenone is also a potent and specific enzyme inhibitor of 18-hydroxylase and thus of mineralocorticoid biosynthesis.[6] The drug was under development by Schering (now Bayer Schering Pharma) and reached phase II clinical trials but was discontinued in 1989.[7]

See also[edit]

References[edit]

  1. ^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 775–. ISBN 978-1-4757-2085-3.
  2. ^ a b Losert W, Bittler D, Buse M, Casals-Stenzel J, Haberey M, Laurent H, et al. (November 1986). "Mespirenone and other 15,16-methylene-17-spirolactones, a new type of steroidal aldosterone antagonists". Arzneimittel-Forschung. 36 (11): 1583–1600. PMID 3028435.
  3. ^ Weindel K, Lewicka S, Vecsei P (October 1991). "Interference of C17-spirosteroids with late steps of aldosterone biosynthesis. Structure-activity studies". Arzneimittel-Forschung. 41 (10): 1082–1091 (1083). PMID 1799390.
  4. ^ a b Nishino Y, Schröder H, el Etreby MF (December 1988). "Experimental studies on the endocrine side effects of new aldosterone antagonists". Arzneimittel-Forschung. 38 (12): 1800–1805. PMID 3245852.
  5. ^ Opoku J, Kalimi M, Agarwal M, Qureshi D (February 1991). "Effect of a new mineralocorticoid antagonist mespirenone on aldosterone-induced hypertension". The American Journal of Physiology. 260 (2 Pt 1): E269–E271. doi:10.1152/ajpendo.1991.260.2.E269. PMID 1996630.
  6. ^ Weindel K, Lewicka S, Vecsei P (September 1991). "Inhibitory effects of the novel anti-aldosterone compound mespirenone on adrenocortical steroidogenesis in vitro". Arzneimittel-Forschung. 41 (9): 946–949. PMID 1796922.
  7. ^ Kolkhof P, Bärfacker L, Hillisch A, Haning H, Schäfer S (8 September 2008). "Nuclear receptors as targets in cardiovascular diseases". In Ottow E, Weinmann H (eds.). Nuclear Receptors as Drug Targets. John Wiley & Sons. pp. 410–. ISBN 978-3-527-62330-3.
source: https://en.wikipedia.org/wiki/Mespirenone

One thought on “Cannabaceae”

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

Leave a Reply