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Dichloroacetate anion

HCID 25975CAS 13425-80-4

기본 정보

표준 SMILES
O=C([O-])C(Cl)Cl
InChIKey
JXTHNDFMNIQAHM-UHFFFAOYSA-M
분자식
C2HCl2O2-
평균 분자량
127.93 g/mol
단동위원소 질량
126.93590821

개요

Dichloroacetate is a monocarboxylic acid anion that is the conjugate base of dichloroacetic acid. It has a role as a geroprotector. It is functionally related to an acetate. It is a conjugate base of a dichloroacetic acid.

이름 및 식별자

우선 이름
Dichloroacetate anion
IUPAC
2,2-dichloroacetate
현지명
디클로로아세트산
영어명
Dichloroacetate
분자식
C2HCl2O2
분자량
0

이름 및 동의어

Dichloroacetate13425-80-4DichloracetateDichloroacetate ionDichloroacetic acid ion(1-)CHEBI:28240DTXSID40158610Dichloroacetate anionRefChem:1083416DTXCID80811012,2-dichloroacetateBRN 3903873
이름 더 보기
디클로로아세트산
Ion Chromatography Standard: Dichloroacetate @ 500 microg/mL in H2OAcetic acid, 2,?2-?dichloro-?, ion(1-?); Acetic acid, dichloro-, ion(1-) (8CI,9CI); 2,2-Dichloroacetate; Dichloroacetate anion; Dichloroacetate ion; Dichloroacetate ion(1-)2q8hACETIC ACID, DICHLORO-, ION(1-)GTPL4518Method 300.1 Surrogate StandardBDBM50177027ACETICACID,DICHLORO-,ION(1-)

데이터베이스 식별자

CAS
13425-80-4
PubChem CID
25975
DTXSID
DTXSID40158610
ChEBI
CHEBI:28240
Nikkaji
J54.198B

물성

구조 계산 물성

XLogP
1.8
극성 표면적
40.1 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
0
무거운 원자 수
6

안전 및 규제

독성 정보

Health Effects · 1건

Multiple independent studies demonstrate that DCA has the ability to alter normal carbohydrate metabolism. Dichloroacetic acid treatment results in a significant reduction in plasma levels of glucose, pyruvate, and lactate. Another consistent finding in DCA ingestion studies is a dose-related increase in liver size, generally accompanied (or caused) by an increase in glycogen deposition in the liver. There is an extensive and consistent data base demonstrating the reproductive toxicity of DCA in males and females. Neurologic symptoms and morphologic changes in the nervous system have been reported in humans, dogs, and rats. (L2086)

Exposure RoutesIngestion
Toxicity Summary · 1건

The dichloroacetate ion stimulates the activity of the enzyme pyruvate dehydrogenase by inhibiting the enzyme pyruvate dehydrogenase kinase. Thus, it decreases lactate production by shifting the metabolism of pyruvate from fermentation towards oxidation in the mitochondria. (Wikipedia)

Carcinogen Classification2B, possibly carcinogenic to humans. (L135)
Toxicity DataORAL (LD50): Acute: 2820 mg/kg [Rat]; DERMAL (LD50): Acute: 510 mg/kg [Rabbit]

화학 및 산업

약리 정보

Metabolism/Metabolites · 1건

Dichloroacetic acid is metabolized in the liver by oxidative dechlorination to yield glyoxylate, which can enter intermediary metabolism and either be oxidized to oxalate and excreted, converted to carbon dioxide, and/or incorporated into amino acids or other cellular molecules. (L2086)

용도 및 제조

Uses · 1건

Dichloroacetic acid has shown promise as a potentially new class of anti-cancer medication, but has yet to complete clinical trials. Early reports of its activity against brain cancer cells led patients to treat themselves with DCA, which is commercially available in non-pharmaceutical grade. As of October 2014, dichloroacetic acid was undergoing phase III clinical trials for cancer treatment (L2084) (Wikipedia). Dichloroacetic acid has undergone clinical trials for the treatment of lactic acidosis in humans, but the trials found no clinical benefit (Wikipedia). In 2014 Thomas E. Mallouk and colleagues published a new technique for the production of graphene by intercalation of graphite with non-oxidizing Brønsted acids including dichloroacetic acid, raising the prospect that dichloroacetic acid might be used in industrial graphene production in the future (L2085).

공급사1 곳

AccuStandard Inc[email protected]

추가 설명

정의ChEBI: A monocarboxylic acid anion that is the conjugate base of dichloroacetic acid.

관련 반응

2건

연결된 노트

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Dichloroacetate anion (HCID 25975)|Huagongshe