19-Norpregnane: Difference between revisions

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{{short description|Chemical compound}}
== 19-Norpregnane ==
{{DISPLAYTITLE:19-Norpregnane}}


'''19-Norpregnane''' is a [[steroid]]al [[hydrocarbon]] and a parent structure for a class of [[steroid]]s known as [[19-nor steroids]]. These compounds are characterized by the absence of the [[methyl group]] at the C19 position of the [[pregnane]] structure.
[[File:19-Norpregnane.svg|thumb|right|Structural formula of 19-Norpregnane]]


==Structure and Properties==
'''19-Norpregnane''' is a [[steroid]] backbone that is a derivative of [[pregnane]], characterized by the absence of a methyl group at the 19th carbon position. This structural modification is significant in the field of [[biochemistry]] and [[pharmacology]] as it forms the basis for a variety of synthetic and natural [[steroids]].
19-Norpregnane is a [[saturated hydrocarbon]] with a [[cyclopentanoperhydrophenanthrene]] core, similar to other [[steroids]]. The removal of the C19 [[methyl group]] distinguishes it from [[pregnane]], leading to unique [[biological activity]] and [[chemical properties]].


==Biological Significance==
=== Structure and Nomenclature ===
The 19-norpregnane structure is significant in the synthesis of various [[hormones]] and [[pharmaceuticals]]. It serves as a backbone for [[progestins]], which are used in [[hormonal contraceptives]] and [[hormone replacement therapy]].


==Synthesis==
19-Norpregnane is a [[hydrocarbon]] with the molecular formula C<sub>20</sub>H<sub>34</sub>. It is a saturated [[steroid]] with a cyclopentanoperhydrophenanthrene ring system. The "nor" prefix in its name indicates the removal of a carbon atom, specifically the 19th carbon, from the parent compound [[pregnane]].
The synthesis of 19-norpregnane derivatives involves the removal of the C19 [[methyl group]] from [[pregnane]] or its derivatives. This can be achieved through various [[chemical reactions]], including [[oxidation]] and [[reduction]] processes.


==Applications==
=== Biological Significance ===
19-Norpregnane derivatives are used in the development of [[medications]] for [[reproductive health]], including [[contraceptives]] and treatments for [[menstrual disorders]]. They are also studied for their potential in treating [[cancer]] and other [[hormone-related conditions]].
 
The 19-norpregnane structure is a core component in the synthesis of various [[progestins]], which are used in [[hormonal contraception]] and [[hormone replacement therapy]]. These compounds mimic the activity of the natural hormone [[progesterone]] but often have enhanced stability and bioavailability.
 
=== Synthetic Derivatives ===
 
Several important synthetic [[steroids]] are derived from 19-norpregnane, including:
 
* [[Norethisterone]]
* [[Levonorgestrel]]
* [[Desogestrel]]
 
These compounds are used in [[oral contraceptives]] and other hormonal therapies. The modification of the 19-norpregnane structure allows for the fine-tuning of the pharmacokinetic and pharmacodynamic properties of these drugs.
 
=== Pharmacological Applications ===
 
19-Norpregnane derivatives are primarily used in the field of [[reproductive health]]. They are key components in the development of [[contraceptive]] methods and are also used in the treatment of [[menstrual disorders]], [[endometriosis]], and [[menopausal symptoms]].
 
== Related Pages ==


==Related pages==
* [[Steroid]]
* [[Steroid]]
* [[Pregnane]]
* [[Progestin]]
* [[Progestin]]
* [[Hormonal contraceptive]]
* [[Hormonal contraception]]
 
* [[Progesterone]]
==Gallery==
<gallery>
File:19-Norpregnane.svg|Structure of 19-Norpregnane
</gallery>


[[Category:Steroids]]
[[Category:Steroids]]
[[Category:Hydrocarbons]]

Latest revision as of 11:24, 15 February 2025

19-Norpregnane[edit]

Structural formula of 19-Norpregnane

19-Norpregnane is a steroid backbone that is a derivative of pregnane, characterized by the absence of a methyl group at the 19th carbon position. This structural modification is significant in the field of biochemistry and pharmacology as it forms the basis for a variety of synthetic and natural steroids.

Structure and Nomenclature[edit]

19-Norpregnane is a hydrocarbon with the molecular formula C20H34. It is a saturated steroid with a cyclopentanoperhydrophenanthrene ring system. The "nor" prefix in its name indicates the removal of a carbon atom, specifically the 19th carbon, from the parent compound pregnane.

Biological Significance[edit]

The 19-norpregnane structure is a core component in the synthesis of various progestins, which are used in hormonal contraception and hormone replacement therapy. These compounds mimic the activity of the natural hormone progesterone but often have enhanced stability and bioavailability.

Synthetic Derivatives[edit]

Several important synthetic steroids are derived from 19-norpregnane, including:

These compounds are used in oral contraceptives and other hormonal therapies. The modification of the 19-norpregnane structure allows for the fine-tuning of the pharmacokinetic and pharmacodynamic properties of these drugs.

Pharmacological Applications[edit]

19-Norpregnane derivatives are primarily used in the field of reproductive health. They are key components in the development of contraceptive methods and are also used in the treatment of menstrual disorders, endometriosis, and menopausal symptoms.

Related Pages[edit]