Diethylenetriaminepentaacetic acid

HCID 3053CAS 67-43-6

基本情報

標準SMILES
O=C(O)CN(CCN(CC(=O)O)CC(=O)O)CCN(CC(=O)O)CC(=O)O
InChIKey
QPCDCPDFJACHGM-UHFFFAOYSA-N
分子式
C14H23N3O10
平均分子量
393.35 g/mol
単同位体質量
393.13834394

概要

Pentetic acid is a pentacarboxylic acid. It has a role as a copper chelator. It is a conjugate acid of a pentetate(1-).

名称と識別子

優先名称
Diethylenetriaminepentaacetic acid
IUPAC
2-[bis[2-[bis(carboxymethyl)amino]ethyl]amino]acetic acid
英語名
DTPA
分子式
C14H23N3O10
分子量
393.35

名称と別名

Pentetic aciddiethylenetriaminepentaacetic acid67-43-6DTPADetapacDetarexTitriplex VMonaquest CAIPerma kleerDabeersen 503CHEL 330 acidPenthanil
名称をさらに表示
PenthamilChel DTPADissolvine DPentacarboxymethyldiethylenetriamineDiethylenetriamine Pentaacetic AcidAcido penteticoAcide pentetique(Diethylenetrinitrilo)pentaacetic acid

データベース識別子

CAS
67-43-6
PubChem CID
3053
DTXSID
DTXSID2023434
ChEMBL
CHEMBL780
ChEBI
CHEBI:35739
UNII
7A314HQM0I
EC Number
200-652-8
Nikkaji
J2.813D、J479.816C

物性

構造計算による物性

XLogP
-8.5
極性表面積
196 Ų
水素結合供与体数
5
水素結合受容体数
13
回転可能結合数
16
重原子数
27

実験および物理化学的性質

Chemical ClassesOther Uses -> Chelating Agents
Drugs · 2 件

Pharmaceuticals

Pharmaceuticals -> Listed in ZINC15

Cosmetics · 2 件

Cosmetic ingredients (Pentetic Acid) -> CIR (Cosmetic Ingredient Review)

Chelating

SolubilityHighly soluble
Boiling PointDecomposes
Melting Point · 2 件

219-220 ºC

219 °C

物理化学的性質

沸点
721.1 · 721.1±60.0 °C(Predicted)
比重(密度)
1.545 · 1.545±0.06 g/cm3(Predicted)
酸解離定数(Pka)
1.48 · 1.48±0.10(Predicted)

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P203, P260, P261, P264+P265, P271, P280, P304+P340, P305+P351+P338, P317, P318, P319, P337+P317, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 1.3% (7 of 530) of reports.

Danger

H319 (98.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

危険有害性情報

Regulatory Information · 5 件

Chemical: Glycine, N,N-bis[2-[bis(carboxymethyl)amino]ethyl]-

Hazard Traits - Reproductive Toxicity

Glycine, N,N-bis[2-[bis(carboxymethyl)amino]ethyl]- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Glycine, N,N-bis[2-[bis(carboxymethyl)amino]ethyl]- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 24-09-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/13561

Pentetic acid: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1 件

The calcium salt causes fetal death and teratogenic effects in mice (thought to be associated with the chelation of essential divalent cations such as zinc); [REPROTOX] Causes convulsions and chronic pulmonary edema in intraperitoneal lethal-dose studies of rats (LD50 = 587 mg/kg); [RTECS] An eye irritant; [Acros Organics MSDS] See Edetic acid.

Hazard Classes and Categories · 4 件

Eye Irrit. 2 (98.7%)

Acute toxicity (inhalation) - category 4

Acute toxicity (Inhalation: Dusts and mists) - Category 4

Repr. 1B

安全と保護具

Protective Action Criteria (PAC) · 3 件

3.5 [mg/m3]

39 [mg/m3]

230 [mg/m3]

毒性情報

Adverse Effects · 1 件

Reproductive Toxin - A chemical that is toxic to the reproductive system, including defects in the progeny and injury to male or female reproductive function. Reproductive toxicity includes developmental effects. See Guidelines for Reproductive Toxicity Risk Assessment.

Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Drug Induced Liver Injury · 5 件

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

pentetic acid

DILI Negative

Intravenous

DOI:10.1016/j.drudis.2019.09.022

安全データ

注意喚起語
警告
危険有害性情報
コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード H319

化学と産業

薬理情報

Protein BindingThe fast clearance and very short half-life of pentetic acid suggest that this compound is very unlikely to become bound to serum proteins to any significant extent. It is reported that DPTA is negligibly bound to alpha1-antitrypsin.
Pharmacodynamics · 1 件

There are reports in vivo of low stability of complexes of DPTA with uranium and neptunium which is being reported to cause deposition of the radionuclides into the tissues. In the case of plutonium, some preclinical studies have shown a very high urine elimination efficacy 1 hour after initial contamination. This efficacy is conserved for approximately 24 hours while the radiocontaminant is circulating. When the radionuclide is inhaled, it has been reported a DPTA-induced reduction of even 98% of the lung deposits. It is important to consider that pentetic acid can bind directly to other trace metals in the body which can cause deficiencies.

Mechanism of Action · 1 件

The calcium and zinc trisodium salts of DTPA achieve the therapeutical potential by exchanging calcium and zinc cations with transuranic radionuclides to form higher affinity complexes and then promote their elimination by glomerular filtration into the urine. DTPA as an acid acts in a very similar way by sequestering ions with its eight coordinate bond forming sites.

Biological Half-LifeIn preclinical studies, DTPA has been shown to present a very short half-life of 18.5-31.8 min after intravenous administration.
Metabolism/MetabolitesPentetic acid and its derivatives present a very minimal metabolism in the body.
FDA Pharmacological Classification · 6 件

7A314HQM0I

PENTETIC ACID

Mechanisms of Action [MoA] - Lead Chelating Activity

Established Pharmacologic Class [EPC] - Lead Chelator

Pentetic acid is a Lead Chelator. The mechanism of action of pentetic acid is as a Lead Chelating Activity.

KIT FOR THE PREPARATION OF TECHNETIUM TC 99M PENTETATE

用途と製造

Uses · 3 件

CIR ingredient: Pentetic Acid

Used as a chelating agent; [Merck Index] An iron chelating agent with properties like EDETIC ACID. DTPA has also been used as a chelator for other metals, such as plutonium. [ChemIDplus] Used in cosmetic products, in industrial metal extraction, and therapeutically; [ExPub: TERIS]

Metal Extraction and Refining [Category: Industry]

U.S. Production2023: 100,000 - <250,000 lb
Consumer UsesIon exchange agent
Industry UsesIon exchange agent
Household ProductsInformation on 55 consumer products that contain Diethylenetriaminepentaacetic acid (DTPA) in the following categories is provided:
Use ClassificationCosmetics -> Chelating

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]

関連反応

33 件

関連ノート

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