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(2R,3R)-3-(2,4-Difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl methanesulfonate is a pharmaceutical compound derived from butan-2-ol, featuring a 2,4-difluorophenyl group and a 1H-1,2,4-triazol-1-yl group. (2R,3R)-3-(2,4-Difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl methanesulfonate is recognized for its potent inhibitory effect on fungal cytochrome P450 enzymes, which makes it a significant player in antifungal medication development.

133775-26-5

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133775-26-5 Usage

Uses

Used in Pharmaceutical Industry:
(2R,3R)-3-(2,4-Difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl methanesulfonate is used as an antifungal agent for its ability to inhibit fungal cytochrome P450 enzymes, thereby contributing to the treatment of various fungal infections.
Its methanesulfonate group enhances the solubility and stability of the compound, which is crucial for pharmaceutical formulation and administration. This characteristic makes it a valuable tool in the development of effective antifungal therapies.
Furthermore, (2R,3R)-3-(2,4-Difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)butan-2-yl methanesulfonate demonstrates potential for further development in antifungal therapy, indicating its importance in the ongoing research and innovation within the pharmaceutical sector to combat fungal infections.

Check Digit Verification of cas no

The CAS Registry Mumber 133775-26-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,3,7,7 and 5 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 133775-26:
(8*1)+(7*3)+(6*3)+(5*7)+(4*7)+(3*5)+(2*2)+(1*6)=135
135 % 10 = 5
So 133775-26-5 is a valid CAS Registry Number.

133775-26-5Downstream Products

133775-26-5Relevant academic research and scientific papers

NOVEL METHOD FOR PREPARATION OF EPOXYTRIAZOLE DERIVATIVES

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, (2021/04/13)

The present invention relates to novel processes for preparing epoxytriazole derivatives. The method of claim 1, further comprising the step of adding a base to the intermediate compound. The present invention relates to an epoxytriazole derivative and a manufacturing method thereof. Chemical Formula 1. Here, Ar denotes C. 6 -C10 Aryl group or C aryl group2 -C9 The aryl group 1 -4 is substituted or unsubstituted, and when 2 or more halogen is substituted, the heteroaryl group may be the same as or different from each other, and the heteroaryl group is represented by 1 -4 fluorine, chlorine, or C. 1 -C3 Substituted or unsubstituted alkyl groups, and fluorine, chlorine, or C. 1 -C3 When more than 2 substituents are substituted, each of these substituents may be the same or different and may be different from each other. The A is C. 1 -C3 Represents an alkyl group, and the R represents an alkyl group. 1 And R2 Is a methyl group or an ethyl group.

Discovery of novel indazole-linked triazoles as antifungal agents

Park, Joon Seok,Yu, Kyung A,Kang, Tae Hee,Kim, Sunghoon,Suh, Young-Ger

, p. 3486 - 3490 (2008/02/11)

The in vitro and in vivo activities of a series of (2R, 3R)-2-(2,4-difluorophenyl)-3-(substituted indazol-1-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol as potential antifungal agents are described. In particular, the analog 12j having 5-bromo substitution on the indazole ring exhibited significant antifungal activity against a variety of fungal cultures (Candida spp. and Aspergillus spp.). In addition, oral administration of 12j showed its excellent efficacy against Candida albicans in a murine infection model and the significantly improved survival rates of the infected mice.

ANTIFUNGAL AZOLE DERIVATIVES HAVING A FLUOROVINYL MOIETY AND PROCESS FOR THE PREPARATION THEREOF

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Page/Page column 15, (2010/02/10)

An azole derivative of formula (I) having a fluorovinyl moiety or a pharmaceutically acceptable salt thereof is superior to the conventional antifungal drugs in antifungal activity against a wide spectrum of pathogenic fungi, and has advantageously low toxicity.

Optically active azole derivatives, their production and use

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, (2008/06/13)

A process for preparing a compound of the formula (IV) or a salt thereof, , wherein R1 is an optionally substituted aliphatic or aromatic hydrocarbon residue or an optionally substituted aromatic heterocyclic group, one of Y and Z is a nitrogen atom and t

Optically active antifungal azoles. I. Synthesis and antifungal activity of (2R,3R)-2-(2,4-difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2- butanol and its stereoisomers

Tasaka,Tamura,Matsushita,Teranishi,Hayashi,Okonogi,Itoh

, p. 1035 - 1042 (2007/10/02)

(2R,3R)-2-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2- butanol [(2R,3R)-7] and its stereoisomers [(2S,3R)-, (2S,3S)- and (2R,3S)-7] were prepared from the optically active oxiranes 6 by a newly developed ring- opening reaction and evaluated for antifungal activity. The thiol (2R,3R)-7 showed extremely potent antifungal activity in vitro and in vivo. The optically active oxirane (2R,3S)-6, a useful intermediate for the synthesis of sulfur-containing antifungal azoles 5, was synthesized from methyl (R)- lactate [(R)-8] via eight steps in a stereocontrolled manner. The key step in the synthesis is the Grignard reaction of an amide derivative [(R)-12a] of (R)-lactic acid with 2,4-difluorophenyl-magnesium bromide (13).

Payne rearrangement route to the optically active oxirane precursor for the preparation of triazole antifungals

Konosu,Miyaoka,Tajima,Oida

, p. 562 - 564 (2007/10/02)

Optically active epoxide 1, an important intermediate for the preparation of antifungal triazole-amides 2, was synthesized starting from the (S)-lactic acid-derived ketone 9 and taking advantage of the Payne rearrangement of the epoxyalcohol 8.

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