13398-11-3

Basic information

• Product Name: Methanol, iodo-, acetate
• Synonyms: 1-iodomethyl acetate;acetoxy-iodo-methane;acetic acid iodomethyl ester;acetoxymethyl iodide;Methanol,iodo-,acetate;Jodmethyl-acetat;Essigsaeure-jodmethylester
• CAS NO: 13398-11-3
• Molecular Formula: C3H5IO2
• Molecular Weight: 199.976
• Mol File: 13398-11-3.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 163.8±23.0 °C(Predicted)
• Density: 1.992±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Methanol, iodo-, acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methanol, iodo-, acetate(13398-11-3)
• EPA Substance Registry System: Methanol, iodo-, acetate(13398-11-3)

Safety Data

• Hazardous Substances Data: 13398-11-3(Hazardous Substances Data)

Upstream product

• 625-56-9 Chloromethyl acetate 
• 110-88-3 1,3,5-Trioxan 
• 75-36-5 acetyl chloride 
• 50-00-0 formaldehyd 
• 507-02-8 acetyl iodide 

Downstream Products

• 157977-99-6 C₁₃H₁₅O₉P 
• 157978-01-3 bis(acetoxymethyl) <(2,4-dichlorophenoxy)carbonyl>phosphonate 
• 1015763-46-8 C₁₇H₂₄O₄ 
• 57721-81-0 3,4-dihydro-2,2,5,7,8-pentamethyl-2H-1-benzopyran-6-ol acetate 
• 1456545-45-1 4-{[(2R,3S,4R,5S)-4-(4-chloro-2-fluoro-phenyl)-3-(3-chloro-2-fluoro-phenyl)-4-cyano-5-(2,2-dimethyl-propyl)-pyrrolidine-2-carbonyl]-amino}-3-methoxy-benzoic acid acetoxymethyl ester 
• 105275-69-2 Acetoxymethyl 5R,3-(4-carbamoylphenoxy)-6S-(1R-hydroxyethyl)-7-oxo-4-thia-1-azabicyclo[3,2,0]hept-2-ene-2-carboxylate 
• 35279-25-5 acetoxymethyl phenyl ether 
• 122-79-2 Phenyl acetate 
• 2623-33-8 4-acetoxyacetanilide 
• 865434-71-5 6-(acetyloxymethyl)-9-(2,3,5-tri-O-(p-toluolyl)-β-D-ribofuranosyl)purine 
• 773133-86-1 6-(acetyloxymethyl)-9-(2-deoxy-3,5-di-O-(p-toluolyl)-β-D-erythro-pentofuranosyl)purine 
• 773133-82-7 6-(acetyloxymethyl)-9-benzylpurine 
• 629604-05-3 6-(hydroxymethyl)-9-benzylpurine 
• 773133-85-0 6-(hydroxymethyl)-9-(2-deoxy-3,5-di-O-(p-toluolyl)-β-D-erythro-pentofuranosyl)purine 

Relevant articles and documents

Synthesis of iodoalkylacylates and their use in the preparation of S-alkyl phosphorothiolates

Synthesis of iodoalkylacylates 3a-f and use of 3c in the preparation of an oligonucleoside phosphorothiate prodrug analog 5 is described.

Effect of aminomethyl (N-Mannich base) derivatization on the ability of S6-acetyloxymethyl-6-mercaptopurine prodrug to deliver 6-mercaptopurine through hairless mouse skin

A series of 9-aminomethyl-S6-acetyloxymethyl-6-mercaptopurine (9-AM-6-AOM-6-MP) prodrugs have been synthesized and characterized, and their ability to deliver total 6-mercaptopurine (6-MP) through hairless mouse skin has been measured. The 9-AM-6-AOM-6-MP prodrugs are much more soluble in isopropyl myristate (IPM) than S6-acetyloxymethyl-6-MP (6-AOM-6-MP) itself or the corresponding 7-aminomethyl-6-MP (7-AM-6-MP) prodrugs. The 9-AM-6-AOM-6-MP prodrugs were all more effective (1.8-4 times) than 6-AOM-6-MP at delivering total 6-MP, except for the piperidylmethyl derivative which only gave a comparable rate of delivery. The 9-AM-6-AOM-6-MP prodrugs were also more effective (7-27 times) than the corresponding 7-AM-6-MP prodrugs at delivering 6-MP, except for the diethylaminomethyl derivative which only gave a comparable rate of delivery. In contrast to the 9-aminomethyl-S6-pivaloyloxymethyl-6-MP (9-AM-6-POM-6-MP) derivatives which generally delivered as much or more intact S6-pivaloyloxymethyl-6-MP (6-POM-6-MP) as 6-MP, the 9-AM-6-AOM-6-MP derivatives delivered mainly (80-95%) 6-MP from IPM. There was a direct correlation between log experimental permeability coefficients for delivery of total 6-MP (P(Σ)) and the calculated solubility parameter values for the 9-AM-6-AOM-6-MP prodrugs (δ(j)), with the P(Σ) generally decreasing as the value of δ(j) approached that of the vehicle, IPM. There was no significant effect of the prodrugs:IPM suspensions on the skin compared with 6-MP:IPM suspension or IPM, as determined by a second application of a standard solute:vehicle complex.

PRODRUGS OF 4-((1R,3S)-6-CHLORO-3-PHENYL-2,3-DIHYDRO-1H-INDEN-1-YL)-1,2,2-TRIMETHYLPIPERAZINE AND 4-((1/R,3S)-6-CHLORO-3-(PHENYL-D5)-2,3-DIHYDRO-1H-INDEN-1-YL)-2,2-DIMETHY-1-(METHYL-D3)PIPERAZINE

The present invention relates to prodrugs of 4-((1R,3S)-6-chloro-3-phenyl-2,3-dihydro-1H-inden-1-yl)- 1,2,2-trimethylpiperazine in the form of 1a and 1b; and 4-((1R,3S)-6-chloro-3-(phenyl-d5)-2,3-dihydro- 1H-inden-1-yl)-2,2-dimethyl-1-(methyl-d

SUBSTITUTED PYRROLIDINE-2-CARBOXAMIDES

There are provided compounds of the formula wherein X, Y, Z, R1, R2, R3 and R4 are as described herein and enantiomers and pharmaceutically acceptable salts and esters thereof. The compounds are useful as anticancer agents.

Reaction of alkylcarbonyloxymethyl halides with phenols: reevaluating the influence of steric hindrance

Evidence is presented that contradicts an earlier finding that, in the absence of steric hindrance, the coupling reaction of alkylcarbonyloxymethyl (ACOM) halides with phenols favors acylated product. A one-step synthesis is used to generate sterically unhindered ACOM iodides, which are then reacted with several phenols to give mainly alkylated phenol.