73220-32-3

Usage

Uses

Used in Fertility Treatment:
Clomifene is utilized as a fertility treatment agent for women, as it stimulates ovulation by promoting the release of hormones crucial for the maturation and release of eggs from the ovaries. This application aids in overcoming infertility challenges by enhancing the chances of conception.
Used in Male Infertility Treatment:
In the medical field, clomifene is also used to address male infertility. It assists in improving sperm production and quality, thereby increasing the likelihood of successful conception.
Used in Hormonal Imbalance Management:
Clomifene is prescribed off-label for managing conditions like hypogonadism, where the body does not produce enough sex hormones. By modulating estrogen levels, it helps in restoring hormonal balance and alleviating symptoms associated with hormonal imbalances.
Used in Cancer Treatment:
Although not explicitly mentioned in the provided materials, clomifene has been studied for its potential use in treating certain types of male breast cancer. It may be utilized as a therapeutic agent in cancer treatment by targeting estrogen receptor-positive tumors and hindering their growth.
Used in Pharmaceutical Industry:
Clomifene is a vital component in the pharmaceutical industry for developing drugs aimed at treating infertility and other hormone-related conditions. Its unique ability to act as a selective estrogen receptor modulator makes it a key compound in formulating medications for various applications.

Upstream product

• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 68-12-2 N,N-dimethyl-formamide 
• 55877-79-7 2-methoxy-5-chlorobenzonitrile 
• 6342-64-9 2-methoxy-5-chloroacetophenone 
• 42248-31-7 6-Chloro-4-oxo-4H-chromene-3-carbaldehyde 
• 124-40-3 dimethyl amine 

Downstream Products

• 1292814-71-1 3-benzyl-6-chloro-4H-1-benzopyran-4-one 
• 42972-67-8 6-chloro-3-phenyl-4H-chromen-4-one 
• 1354928-58-7 C₁₇H₁₁ClO₄ 
• 73220-38-9 3-bromo-6-chloro-4H-1-benzopyran-4-one 
• 313957-10-7 6-chloro-3-(4-fluorobenzoyl)-4H-chromen-4-one 
• 73220-39-0 6-chloro-3-iodo-4H-chromen-4-one 
• 131168-61-1 6-chloro-3-(p-tolyl)-4H-chromen-4-one 
• 145013-56-5 6-chloro-3-(4-chlorophenyl)-4H-chromen-4-one 
• 1432912-86-1 4-(4-chloro-2-(imidazo[1,2-a]pyrimidin-5-yl)phenoxy)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide 
• 1432912-87-2 4-(4-chloro-2-(imidazo[1,2-a]pyrimidin-5-yl)phenoxy)-N-(2,4-dimethoxybenzyl)-2,5-difluoro-N-(1,2,4-thiadiazol-5-yl)benzenesulfonamide 
• 1432912-51-0 4-chloro-2-(imidazo[1,2-a]pyrimidin-5-yl)phenol 

Relevant academic research and scientific papers

Visible Light-Promoted Selenylation/Cyclization of Enaminones toward the Formation of 3-Selanyl-4H-Chromen-4-Ones

A simple and efficient visible-light-promoted selenylation/cyclization of enaminones have been realized for the practical synthesis of 3-selanyl-4H-chromen-4-ones. This reaction is performed in the mild conditions, no transition metal catalyst or photocatalysts and no additional oxidants are required. In addition, the 3-selanyl-4H-chromen-4-ones could be easily converted to selanyl-functionalized pyrimidines by reacting with benzamidine substrates. (Figure presented.).

TBN-triggered, manipulable annulations of: O -hydroxyarylenaminones for divergent syntheses of oximinochromanones and oximinocoumaranones

Divergent synthesis provides an indispensable route to rapid acquisition of structurally diverse chemical scaffolds from identical starting materials. Herein, we describe unprecedented divergent annulations of o-hydroxyarylenaminones promoted by tert-butyl nitrite (TBN) under mild conditions. Two different types of benzo-oxa-heterocycle, including oximinochromanones and oximinocoumaranones, were smoothly assembled with a broad substrate scope and good functional group compatibility.

T3P mediated domino C(sp2)-H sulfenylation/annulation of enaminones and methylsulfinyls for the synthesis of chromone thioether derivatives

A new regioselective method for the synthesis of 3-(methylthio)-4H-chromen-4-one and 3-(phenylthio)-4H-chromen-4-one derivatives has been developed. The reaction between o-hydroxy-phenyl-functionalized enaminones and methylsulfinyl derivatives using T3P gave good yields of chromone thioether derivatives. The reaction proceeds via domino chromone ring construction and C(sp2)-H bond sulfenylation under transition-metal-free conditions.

Zn(OTf)2-Catalyzed Formal [3 + 3] Cascade Annulation of Propargylic Alcohols with 2-Aminochromones: Accessing the Chromeno[2,3- b]pyridines

A Zn(OTf)2-catalyzed formal [3 + 3] cascade annulation strategy for the synthesis of functionalized chromeno[2,3-b]pyridines has been developed using propargylic alcohols and 2-aminochromones as the substrates. The protocol provides a convenien

Iron-Catalyzed Regioselective Decarboxylative Alkylation of Coumarins and Chromones with Alkyl Diacyl Peroxides

A facile iron-catalyzed decarboxylative radical coupling of alkyl diacyl peroxides with coumarins or chromones has been developed, affording a highly efficient approach to synthesize a variety of α-alkylated coumarins and β-alkylated chromones. The reaction proceeded smoothly without adding any ligand or additive and provided the corresponding products containing a wide scope of functional groups in moderate to excellent yields. This protocol was highlighted by its high regioselectivity, readily available starting materials, and operational simplicity.

An Efficient Microwave-Assisted Propylphosphonic Anhydride (T3P )-Mediated One-Pot Chromone Synthesis via Enaminones

An efficient synthesis of 4 H -chromene-4-ones via enamino ketones, with cyclization by using T3P under microwave heating is described. This is the first report for the synthesis of chromones by using T3P . Significant features of this method include short reaction times and high-purity products.

Convenient and Rapid Synthesis of 3-Selenocyanato-4 H -chromen-4-ones

A sequential one-pot, simple and convenient method is described for the synthesis of 3-selenocyanato-4 H -chromen-4-ones by addition, first of DMF-DMA and then of triselenodicyanide as electrophile.

Expedient chemoselective and catalyst-free synthesis of 3,3-difluorochroman-4-ones from o-hydroxyarylenaminones and Selectfluor

An expedient and mild strategy for the synthesis of unconventional 2-(dimethylamino)-3,3-difluorochroman-4-one derivatives from o-hydroxyarylenaminones and Selectfluor was developed at room temperature under catalyst-free conditions. This method showed excellent chemoselectivity and great functional groups tolerance.

Discovery of Clinical Candidate 4-[2-(5-Amino-1H-pyrazol-4-yl)-4-chlorophenoxy]-5-chloro-2-fluoro-N-1,3-thiazol-4-ylbenzenesulfonamide (PF-05089771): Design and Optimization of Diaryl Ether Aryl Sulfonamides as Selective Inhibitors of NaV1.7

A series of acidic diaryl ether heterocyclic sulfonamides that are potent and subtype selective NaV1.7 inhibitors is described. Optimization of early lead matter focused on removal of structural alerts, improving metabolic stability and reducing cytochrome P450 inhibition driven drug-drug interaction concerns to deliver the desired balance of preclinical in vitro properties. Concerns over nonmetabolic routes of clearance, variable clearance in preclinical species, and subsequent low confidence human pharmacokinetic predictions led to the decision to conduct a human microdose study to determine clinical pharmacokinetics. The design strategies and results from preclinical PK and clinical human microdose PK data are described leading to the discovery of the first subtype selective NaV1.7 inhibitor clinical candidate PF-05089771 (34) which binds to a site in the voltage sensing domain.

Visible-light-driven, radical-triggered tandem cyclization of o-hydroxyaryl enaminones: Facile access to 3-CF2/CF3-containing chromones

A practical and straightforward synthetic route to construct a variety of 3-CF2/CF3-containing chromones via photoredox catalysis was developed. This novel protocol features a visible-light-induced radical-triggered tandem cyclizatio