566-65-4 Usage
Description
5α-Dihydroprogesterone (5α-DHP) is an endogenous progestogen and neurosteroid that is synthesized from progesterone. It serves as an intermediate in the synthesis of allopregnanolone and isopregnanolone from progesterone. 5α-DHP is a C21-steroid hormone with oxo groups at positions 3 and 20, functioning as a human metabolite and a progestogen. It is related to progesterone and is derived from a hydride of a 5α-pregnane.
Uses
Used in Pharmaceutical Industry:
5α-Dihydroprogesterone is used as a therapeutic agent for multiple sclerosis. Its neuroactivity acts as a neuroprotective agent in chronic autoimmune encephalomyelitis (EAE), providing relief and treatment for patients suffering from this condition.
Used in Neuroprotection:
5α-Dihydroprogesterone is used as a neuroprotective agent for conditions like chronic autoimmune encephalomyelitis (EAE). It helps in exerting neuroprotective effects, which can be beneficial in the treatment and management of multiple sclerosis.
In vitro
5a-Pregnane-3,20-dione decreases cell-substrate attachment, adhesion plaques, vinculin expression, and polymerizes F-actin in MCF-7 breast cancer cells.
Biochem/physiol Actions
(5α)-Pregnane-3,20-dione is a high-level metabolite of progesterone in breast cancer tissue (but not normal breast tissue); promotes cell proliferation and detachment. Receptors appear only on the cell surface of MCF-7 breast cancer cells, not on nuclei where most other steroid receptors are located.
Check Digit Verification of cas no
The CAS Registry Mumber 566-65-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,6 and 6 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 566-65:
(5*5)+(4*6)+(3*6)+(2*6)+(1*5)=84
84 % 10 = 4
So 566-65-4 is a valid CAS Registry Number.
InChI:InChI=1/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14,16-19H,4-12H2,1-3H3/t14-,16-,17+,18-,19-,20-,21+/m0/s1
566-65-4Relevant articles and documents
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Hartmann,Locher
, p. 160,165 (1935)
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Purification and properties of a NAD: 3α-hydroxy-5α-pregnan-20-one-oxidoreductase from rat liver microsomes
Golf,Graef
, p. 167 - 176 (1980)
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Generalized Chemoselective Transfer Hydrogenation/Hydrodeuteration
Wang, Yong,Cao, Xinyi,Zhao, Leyao,Pi, Chao,Ji, Jingfei,Cui, Xiuling,Wu, Yangjie
supporting information, p. 4119 - 4129 (2020/08/10)
A generalized, simple and efficient transfer hydrogenation of unsaturated bonds has been developed using HBPin and various proton reagents as hydrogen sources. The substrates, including alkenes, alkynes, aromatic heterocycles, aldehydes, ketones, imines, azo, nitro, epoxy and nitrile compounds, are all applied to this catalytic system. Various groups, which cannot survive under the Pd/C/H2 combination, are tolerated. The activity of the reactants was studied and the trends are as follows: styrene'diphenylmethanimine'benzaldehyde'azobenzene'nitrobenzene'quinoline'acetophenone'benzonitrile. Substrates bearing two or more different unsaturated bonds were also investigated and transfer hydrogenation occurred with excellent chemoselectivity. Nano-palladium catalyst in situ generated from Pd(OAc)2 and HBPin extremely improved the TH efficiency. Furthermore, chemoselective anti-Markovnikov hydrodeuteration of terminal aromatic olefins was achieved using D2O and HBPin via in situ HD generation and discrimination. (Figure presented.).
COMPOSITIONS AND METHODS FOR TREATING CNS DISORDERS
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, (2016/05/24)
Described herein are neuroactive steroids of the Formula (I): or a pharmaceutically acceptable salt thereof; wherein (II), A, R1, R2, R3a, R4a, R4b, R5, R7a, and R7b are as defined herein. Such compounds are envisioned, in certain embodiments, to behave as GABA modulators. The present invention also provides pharmaceutical compositions comprising a compound of the present invention and methods of use and treatment, e.g., such for inducing sedation and/or anesthesia.