SODIUM 2,2-DIMETHYLBUTYRATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H11O2.Na
Molecular Weight	138.1401
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of SODIUM 2,2-DIMETHYLBUTYRATE

Structure Search

SMILES

[Na+].CCC(C)(C)C([O-])=O

InChI

InChIKey=OOPXYEYPPHJHSE-UHFFFAOYSA-M

InChI=1S/C6H12O2.Na/c1-4-6(2,3)5(7)8;/h4H2,1-3H3,(H,7,8);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula	C6H11O2
Molecular Weight	115.1503
Charge	-1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	Na
Molecular Weight	22.9898
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23828223 | https://www.prnewswire.com/news-releases/hemaquest-pharmaceuticals-announces-first-patient-enrolled-in-phase-2-clinical-study-of-hqk-1001-in-patients-with-sickle-cell-disease-120655659.html | https://adisinsight.springer.com/drugs/800029658

2,2-DIMETHYLBUTYRIC ACID (HQK-1001) is an orally administered SCFAD (Short Chain Fatty Acid Derivative), which has shown an excellent safety profile and biologic effects on fetal hemoglobin induction and red blood cell production in the laboratory, relevant animal models, and in clinical trials carried out in healthy human subjects as well as patients with sickle cell disease and beta thalassemia. The compound has received Orphan Drug Designation in the United States and Europe for both sickle cell disease and beta thalassemia. HemaQuest Pharmaceuticals was developing HQK-1001 for the oral treatment of sickle cell anaemia and beta thalassaemia. HQK-1001 has been evaluated in phase II trials for beta thalassaemia and sickle cell anaemia.

Originator

Approval Year

PubMed

Title	Date	PubMed
A top-down systems biology view of microbiome-mammalian metabolic interactions in a mouse model.	2007	17515922
Top-down systems biology integration of conditional prebiotic modulated transgenomic interactions in a humanized microbiome mouse model.	2008	18628745
Liquid chromatography-mass spectrometric assay for quantitation of the short-chain fatty acid, 2,2-dimethylbutyrate (NSC 741804), in rat plasma.	2008 Feb 1	18155649
Fetal globin gene inducers: novel agents and new potential.	2010 Aug	20712788
Biotechnological production and applications of statins.	2010 Jan	19820926
Beta-thalassemia.	2010 May 21	20492708

Patents

Sample Use Guides

In Vivo Use Guide

Hemoglobin SS or S/β(0) thalassemia: HQK-1001 was administered daily for 26 weeks at 30 mg/kg (n = 15), 40 mg/kg (n = 18) and 50 mg/kg (n = 19), either alone (n = 21) or with hydroxyurea (n = 31).

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:30:27 UTC 2023` Edited by `admin` on `Fri Dec 15 16:30:27 UTC 2023`
Record UNII	XKM99SPB5I
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

SODIUM 2,2-DIMETHYLBUTYRATE

Systematic Name

English

HQK-1001

Code

English

Dimebutate sodium

Common Name

English

SODIUM 2,2-DIMETHYLBUTANOATE

Systematic Name

English

2,2-DIMETHYLBUTYRIC ACID, SODIUM SALT

Common Name

English

BUTANOIC ACID, 2,2-DIMETHYL-, SODIUM SALT

Common Name

English

SDMB

Common Name

English

SODIUM 2,2 DIMETHYLBUTYRATE

Systematic Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

265108