14341-86-7

Basic information

• Product Name: SUCCINIC-D4 ANHYDRIDE
• Synonyms: SUCCINIC-D4 ANHYDRIDE;SUCCINIC-D4 ANHYDRIDE, 98+ ATOM % D;succinic anhydride-2,2,3,3-d4;(3,3,4,4-2H4)[Furan-2,5(3H,4H)-dione];3,4-Dihydro(3,3,4,4-2H4)furan-2,5-dione;Succinic anhydride-d4;3,3,4,4-tetradeuteriooxolane-2,5-dione
• CAS NO: 14341-86-7
• Molecular Formula: C₄H₄O₃
• Molecular Weight: 104.1
• Product Categories: Chemical Labeling ProductsStable Isotopes;Alphabetical Listings;Biomolecular MS;Q-S;Stable Isotopes
• Mol File: 14341-86-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 118-120 °C(lit.)
• Boiling Point: 261 °C
• Flash Point: 122.1°C
• Appearance: /
• Density: 1.43g/cm³
• Vapor Pressure: 0.0118mmHg at 25°C
• Refractive Index: 1.47
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: SUCCINIC-D4 ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: SUCCINIC-D4 ANHYDRIDE(14341-86-7)
• EPA Substance Registry System: SUCCINIC-D4 ANHYDRIDE(14341-86-7)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37-22
• Safety Statements: 25-46
• WGK Germany: 3
• Hazardous Substances Data: 14341-86-7(Hazardous Substances Data)

Usage

Description

SUCCINIC-D4 ANHYDRIDE is a chemical compound that is utilized in the synthesis of various derivatives and serves as a reagent for developing novel inhibitors. It is a deuterated form of succinic anhydride, which is a four-carbon dicarboxylic anhydride.

Uses

Used in Pharmaceutical Industry:
SUCCINIC-D4 ANHYDRIDE is used as a synthetic intermediate for the production of propanoyloxy derivatives, which function as drug absorption modifiers. These derivatives enhance the bioavailability and absorption of certain drugs, thereby improving their overall effectiveness.
Used in Research and Development:
SUCCINIC-D4 ANHYDRIDE serves as a reagent for the development of novel non-carboxylate inhibitors of AKR1C3, an enzyme involved in various biological processes. By inhibiting this enzyme, researchers can study its role in different pathways and potentially develop new therapeutic strategies for related conditions.

InChI:InChI=1/C4H4O3/c5-3-1-2-4(6)7-3/h1-2H2/i1D2,2D2

Upstream product

• 14493-42-6 2,2,3,3-tetradeuterio-succinic acid 
• 77969-58-5 1,3-bis(dideuteriomethylene)cyclopentane 

Downstream Products

• 505077-12-3 C₃₉H₄₇⁽²⁾H₄N₇O₁₁S 
• 929917-78-2 4-{(S)-2-[4-(4-chloro-phenyloxy)-phenoxymethyl]-pyrrolidin-1-yl}-4-oxo-butyric acid (d4) 

Relevant articles and documents

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Degenerate Thermal Rearrangement of 1,3-Dimethylenecyclopentane. Evidence for Partially Stereospecific Biradical Formation and Closure in 1,3 Shift

Parolysis of 1,3-bis(dideuteriomethylene)cyclopentane at 370 deg C resulted in a first-order degenerate rearrangement in which the 1,3- and 3,3-shift products were formed in a 2:1 ratio, respectively, indicating the intermediacy of an effectively orthogonal 2,2'-bis(allylmethane) biradical.Pyrolysis of trans- and cis-4,5-dimethyl-1,3-dimethylenecyclopentane (T and C) gave 1,3- and 3,3-shift products with stereochemistry consistent with predominant conrotatory-bevel ring opening to produce the orthogonal diradical directly.Pyrolysis of optically active T gave the 1,3-shift products with 20.8percent inversion of configuration of the migrating carbon indicative of partial stereospecific closure of the biradical.Comparative pyrolysis of optically active T and its bis(dideuteriomethylene) derivative revealed no secondary kinetic deuterium isotop effect, but an alternation in the extent of racemization of starting material and amounts of 1,3- and 3,3-shift products indicates a product-determining isotope effect.These data provide further evidence for an intermediate.