120444-24-8

Basic information

• Product Name: 3-F-INS
• Synonyms: 3-F-INS;3-DEOXY-3-FLUORO-D-MYO-INOSITOL;D-MYO-INOSITOL, 3-DEOXY-3-FLUORO-;3-deoxy-3-fluoroinositol;3-Deoxy-3-fluoro-myo-inositol
• CAS NO: 120444-24-8
• Molecular Formula: C₆H₁₁FO₅
• Molecular Weight: 182.15
• Mol File: 120444-24-8.mol

Chemical Properties

• Boiling Point: 304.7°Cat760mmHg
• Flash Point: 138.1°C
• Appearance: /
• Density: 1.71g/cm³
• Vapor Pressure: 8.12E-05mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: 3-F-INS(CAS DataBase Reference)
• NIST Chemistry Reference: 3-F-INS(120444-24-8)
• EPA Substance Registry System: 3-F-INS(120444-24-8)

Safety Data

• Hazardous Substances Data: 120444-24-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-F-INS is used as an inhibitor for phosphatidylinositol synthase, which is essential for its role in cellular processes. This inhibition property makes it a potential candidate for the development of new drugs targeting specific cellular pathways.
Used in Biochemical Research:
3-F-INS is used as a substrate in the study of phosphatidylinositol synthase, allowing researchers to better understand the enzyme's function and its role in cellular processes.
Used in Synthesis of Bioactive Compounds:
3-F-INS is used as the starting material in the synthesis of D-3-deoxy-3-fluorophosphatidylinositol, a compound with cell growth-inhibiting activity against mouse N1H-3T3 cells. This application highlights its potential in the development of novel therapeutic agents for various diseases, including cancer.

InChI:InChI=1/C6H11FO5/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6,8-12H/t1?,2-,3-,4-,5+,6?/m1/s1

Upstream product

• 130633-23-7 (3aα,4α,5β,6α,7β,7aα)-6-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4,5,7-triol 
• 118993-51-4 (3aα,4α,5β,6β,7β,7aα)-4,5-bis(benzyloxy)-6,7-epoxyhexahydro-2,2-dimethylbenzo-1,3-dioxole 
• 120444-23-7 (+)-1L-3,4,5,6-Tetra-O-benzyl-1-deoxy-1-fluoro-myo-inositol 
• 125290-98-4 D-3-deoxy-3-fluoro-1-O-methyl-myo-inositol 
• 125290-99-5 (1S,2S,3R,4S,5S,6S)-1-fluoro-2-O-(methyl)cyclohexane-2,3,4,5,6-pentol 
• 125291-00-1 (3aS,4R,5S,5aR,8aR,8bS)-4-Fluoro-5-methoxy-2,2,7,7-tetramethyl-hexahydro-benzo[1,2-d;3,4-d']bis[1,3]dioxole 
• 642-38-6 quebrachitol 
• 125291-06-7 (3aα,4β,5α,6β,7α,7aα)-6,7-bis(benzyloxy)-5-fluorohexahydro-2,2-dimethylbenzo-1,3(2H)-dioxol-4-ol 

Downstream Products

• 143446-77-9 D-4,5,6-Tri-O-benzyl-3-deoxy-3-fluoro-myo-inositol 
• 151071-90-8 D-4,5,6-Tri-O-benzyl-3-deoxy-3-fluoro-1,2-O-isopropylidene-myo-inositol 
• 151071-93-1 D-4,5,6-Tri-O-benzyl-3-deoxy-3-fluoro-1-O-(methoxymethyl)-myo-inositol 
• 142544-21-6 D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-myo-inositol 
• 143446-78-0 D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-1-O-(methoxymethyl)-myo-inositol 
• 143446-79-1 D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-myo-inositol 1-(O-benzyl-N,N-diisopropylphosphoramidite) 
• 143446-81-5 D-3-deoxy-fluoro-phosphatidylinositol 
• 143446-80-4 D-2,4,5,6-Tetra-O-benzyl-3-deoxy-3-fluoro-myo-inositol 1- 
• 1054622-33-1 Benzoic acid (1R,2R,3R,4S,5S,6S)-2,3,4-tris-benzyloxy-5-fluoro-6-hydroxy-cyclohexyl ester 
• 1054658-35-3 Benzoic acid (1S,2R,3R,4S,5R,6S)-2,3,4-tris-benzyloxy-6-(1-ethoxy-ethoxy)-5-fluoro-cyclohexyl ester 
• 129365-62-4 C₂₇H₂₅FO₇ 
• 129365-61-3 C₃₀H₂₉FO₇ 
• 129365-63-5 C₃₄H₂₉FO₈ 
• 129365-64-6 C₃₈H₃₇FO₉ 

Relevant articles and documents

Synthesis of (±)-4-deoxy-4-fluoro-myo-inositol

4-Deoxy-4-fluoro-myo-inositol was prepared by means of DAST with reaction of configuration due to the assistance of a neighbouring benzyl ester.

Synthesis and biological activity of the D-3-deoxy-3-fluoro and D-3-chloro-3-deoxy analogues of phosphatidylinositol

The naturally occurring inositol derivative, L-quebrachitol (1), serves as starting material for the synthesis of D-3-deoxy-3-fluoro- and D-3-chloro-3-deoxy-myo-inositol (4, 28). Their transformation into the title compounds 22 and 40 (abbreviated as FPI

Synthesis and Tritium Radiolabelling of Fluorinated Analogues of myo-Inositol

Syntheses have been developed for a set of six myo-inositol analogues from myo-inositol in which single hydroxy groups have been replaced by fluorine (monodeoxy-fluoro-myo-inositols).Except for 2-deoxy-2-fluoro-myo-inositol 32 and 1D-4-deoxy-4-fluoro-myo-

MICROBIAL OXIDATION IN SYNTHESIS: PREPARATION OF MYO-INOSITOL PHOSPHATES AND RELATED CYCLITOL DERIVATIVES FROM BENZENE.

Pseudomonas putida oxidation of benzene affords cis-3,5-cyclohexadiene-1,2-diol (2) which is used as a novel precursor for the synthesis of D- and L-myo-inositol 1,4,5-triphosphates, (-)-(1) and (+)-(1).The versatility of this approach to functionalised cyclitols is illustrated in the synthesis of myo-inositol 1-phosphate (19), 6-deoxy, 6-deoxy-6-fluoro, and 6-deoxy-6-methyl myo-inositols (31), (37) and (43), and their 1,4,5-trisphosphate derivatives (33), (39) and (45).

A SIMPLIFIED ROUTE TO THE PHOSPHATIDYLINOSITOL CASCADE INHIBITOR - (-)-1L-1-DEOXY-1-FLUORO-MYO-INOSITOL

A two step synthesis of the title compound from the rubber serum byproduct, quebrachitol, is reported.

A Synthesis of (-)-1L-1-Deoxy-1-fluoro-myo-inositol; a Compound of Potential Use in sorting out the Phosphatidylinositol Response

A synthesis of 1L-1-deoxy-1-fluoro-myo-inositol in optically pure form starting from myo-inositol is reported.