1965

DOI: 10.1016/s0040-4020(01)98324-3

|View full text |Cite

|

Sign up to set email alerts

|

Modified steroid hormones—XXXVIII

¹

,

²

,

³

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...

Methods1

B R Andoh 191

Other1

Czh04 (38431)1

Citation Types

Supporting

0

Mentioning

12

Contrasting

0

Unclassified

3

Year Published

1968

1968

2008

2008

Publication Types

Select...

Article6

Other1

Relationship

Self Cite0

Independent7

Authors

Journals

Cited by 30 publications

(15 citation statements)

References 7 publications

Supporting

0

Mentioning

12

Contrasting

0

Unclassified

3

Order By: Relevance

“…Preparation of 17eC-acetoxy-6-methylpregna-4,6-diene-3,11,20-trione. The experimental procedure adopted was an extension of the Vilsmeier and subsequent reactions described by Burn et al (1964) and Burn, Kirk & Petrow (1965). Starting from 170c-hydroxypregn-4-ene-3,11,20trione (Bernstein, Brown, Feldman & Rigler, 1959), 17oc-acetoxy-6-methylpregna-4,6-diene-3,11,20-trione was obtained as solvated plates (dichloromethane-methanol) m.p.…”

Section: Methodsmentioning

confidence: 99%

Metabolism of megestrol acetate by rat adrenal glands in vitro

¹

,

²

1968

Biochemical Journal

View full text Add to dashboard Cite

Megestrol acetate is metabolized by homogenates of rat adrenal glands to three more polar metabolites Y(2), Y(3) and Y(4). Their structures were investigated by microchemical reactions, paper chromatography, and ultraviolet and infrared spectroscopy. Metabolite Y(3) was identified as 17alpha-acetoxy-11beta-hydroxy-6-methyl-pregna-4,6-diene-3,20-dione, its oxidation product being identical with authentic 17alpha-acetoxy-6-methylpregna-4,6-diene-3,11,20-trione. It is suggested that metabolite Y(2) is 17,18-dihydroxy-6-methylpregna-4,6-diene-3,20-dione and that it also exists in the form of an alpha-ketol formed between the 18-hydroxyl and 20-oxo groups. Metabolite Y(4) is probably a tautomeric form of metabolite Y(2) as they were partially interconverted on chromatography and also have similar properties.

“…Preparation of 17eC-acetoxy-6-methylpregna-4,6-diene-3,11,20-trione. The experimental procedure adopted was an extension of the Vilsmeier and subsequent reactions described by Burn et al (1964) and Burn, Kirk & Petrow (1965). Starting from 170c-hydroxypregn-4-ene-3,11,20trione (Bernstein, Brown, Feldman & Rigler, 1959), 17oc-acetoxy-6-methylpregna-4,6-diene-3,11,20-trione was obtained as solvated plates (dichloromethane-methanol) m.p.…”

Section: Methodsmentioning

confidence: 99%

Metabolism of megestrol acetate by rat adrenal glands in vitro

¹

,

²

1968

Biochemical Journal

View full text Add to dashboard Cite

Megestrol acetate is metabolized by homogenates of rat adrenal glands to three more polar metabolites Y(2), Y(3) and Y(4). Their structures were investigated by microchemical reactions, paper chromatography, and ultraviolet and infrared spectroscopy. Metabolite Y(3) was identified as 17alpha-acetoxy-11beta-hydroxy-6-methyl-pregna-4,6-diene-3,20-dione, its oxidation product being identical with authentic 17alpha-acetoxy-6-methylpregna-4,6-diene-3,11,20-trione. It is suggested that metabolite Y(2) is 17,18-dihydroxy-6-methylpregna-4,6-diene-3,20-dione and that it also exists in the form of an alpha-ketol formed between the 18-hydroxyl and 20-oxo groups. Metabolite Y(4) is probably a tautomeric form of metabolite Y(2) as they were partially interconverted on chromatography and also have similar properties.

“…Der weitere Weg zur Gewinnung von 6-Methyl-3-oxo-steroid-4,6-dien-Derivaten sol1 am Beispiel der uberfiihrung von 9b in 15b kurz skizziert werden. Behandlung von 9b mit Dioxan/Salzsaure gibt die 6-Methylen-Verbindung 14b, die dann nach Petrou et al [6] rnit Pd/C zu 15b isomerisiert wird3 Minimum, max = Maximum, sh = Schulter).…”

Section: B R Andoh 19unclassified

“…15. dion (Sc), 6, l 17c(-acetoxy-SP, IOa-pregn-4-en-3,20-dion (~O C ) , Zp, GP-Bis(hyLZroxymethy1) -1 7u-acetoxy-9 /3, dion (llc) und 17ci-Acetoxy-Sp, 9P, lOci-pregnan-3,6,ZO-irion (13c). 16,7 g 12c wurden mit Pyrrolidin in das Dienamin 8c umgewandelt.…”

Section: /3-hydroxymethyl-77cr-acetoxy-pregn-4-en-320-dion (2 C ) unclassified

“…-UV. : 290 nm (23300 6~-Hydroxywaethyl-l7~-hydroxy-I7c(-nzethyl-~~, 0n (9d), 6, -I7phydrozy-l7a-methyl-S~,I0a-androst-4-en-3-on ( l l d ) . Das aus der Reaktion von 60 g 8d mit Formaldehyd erhaltene Reaktionsprodukt wurde auf 2 kg Kieselgel chromatographiert.…”

Section: Czh04 (38431)unclassified

See 1 more Smart Citation

Über den Verlauf der Umsetzung von Steroid‐3,5‐dienaminen mit Formaldehyd

¹

,

²

,

³

et al. 1973

Helvetica Chimica Acta

View full text Add to dashboard Cite

Reaction of steroidal 3,5‐dienamines (including 9β,10α‐ and 19‐nor‐compounds) with formaldehyde gave 6‐hydroxymethyl derivatives as major products. The latter compounds are valuable intermediates for the preparation of 6‐methyl‐3‐keto‐Δ4,6‐steroids.

“…These are Vilsmeier formylation [7,11] (pathway A) or direct methylenation as described by Annen, et al [12 -16] (pathway B).…”

mentioning

confidence: 99%

Features of hydrocortisone C6-alkylation

¹

,

²

,

Савинова

³

et al. 2008

View full text Add to dashboard Cite

Two methods of C 6 -alkylation of hydrocortisone, C 6 -formylation and direct methylenation, have been studied. It is shown that both methods are effective and can be of practical interest because they can produce 6á-methylhydrocortisone from hydrocortisone with an overall yield of 50 -55%. A short and convenient pathway has been found for producing D 9(11) -6a-methylcorticosteroids used as intermediates in the synthesis of highly active 6a-methyl-9a-halo-substituted hydrocortisone derivatives. 134 0091-150X/08/4203-0134

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

customersupport@researchsolutions.com

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

Product

Browser Extension Assistant by scite Citation Statement Search Reference Check Visualizations Dashboards Explore Journals Explore Organizations Explore Funders Embedding Badge Embedding Citation Search Pricing

Resources

Blog Help & FAQ Accessibility Statement API Terms For Universities & Governments For Researchers For Publishers For Corporate, Pharma & Enterprise Author Marketing Become an Affiliate Get an organization trial or quote scite Data & Services

About

News & Press Careers Read our Paper Coverage

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Copyright © 2024 scite LLC. All rights reserved.

Made with 💙 for researchers

Part of the Research Solutions Family.