CAS 23911-26-4 DTPA dianhydride (HCID 100825)

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Basic information

CAS: 23911-26-4
Standard SMILES: O=C(O)CN(CCN1CC(=O)OC(=O)C1)CCN1CC(=O)OC(=O)C1
InChIKey: RAZLJUXJEOEYAM-UHFFFAOYSA-N
Molecular formula: C14H19N3O8
Average molar mass: 357.32 g/mol
Monoisotopic mass: 357.11721457

Names & identifiers

Preferred name: DTPA dianhydride
IUPAC: 2-[bis[2-(2,6-dioxomorpholin-4-yl)ethyl]amino]acetic acid
English name: Diethylenetriaminepentaacetic dianhydride
Molecular formula: C14H19N3O8
Molecular weight: 357.32

Names & synonyms

23911-26-4Diethylenetriaminepentaacetic dianhydrideCdtpaaCyclic dtpa anhydrideDtpa cyclic anhydrideDTPA dianhydrideWNM9RLH5X9NSC-379317Glycine, N,N-bis(2-(2,6-dioxo-4-morpholinyl)ethyl)-DTXSID30178625Glycine, N,N-bis[2-(2,6-dioxo-4-morpholinyl)ethyl]-RefChem:129193

Show more names

DTPAADTPA-bis anhydrideDTPA anhydride, DTPA dianhydrideDIETHYLENETRIAMINEPENTAACETIC ANHYDRIDEDiethyletriaMinepentaacetic dianhydride

DTXCID901011162-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acidDTPA-AnhydrideDTPA anhydrideDiethylenetriaminepentaacetic acid dianhydride2-[bis[2-(2,6-dioxomorpholin-4-yl)ethyl]amino]acetic acidNSC 379317dtpa-dianhydride

Database identifiers

CAS: 23911-26-4
PubChem CID: 100825
DTXSID: DTXSID30178625
UNII: WNM9RLH5X9
EC Number: 607-286-1
Nikkaji

Properties

Computed structural properties

XLogP: -3.3
Topological polar surface area: 134 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 11
Rotatable bonds: 8
Heavy atoms: 25
Formal charge: 0
Complexity: 504

Experimental & physicochemical properties

PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic

Physical DescriptionWhite to cream colored solid; [MSDSonline]

Physicochemical properties

Melting point: 182 · 182-184 °C (lit.)
Boiling point: 656.2 · 656.2±55.0 °C(Predicted)
Density: 1.46 · 1.460±0.06 g/cm3 (20 ºC 760 Torr)
storage temp.: -20 °C · -20°C
pka: 2.19 · 2.19±0.10(Predicted)
form: powder to crystal
color: White to Light yellow to Light orange
Water Solubility: Hydrolyzes in water.
Sensitive: Moisture Sensitive
BRN: 1230954 · 1230954
InChI: 1S/C14H19N3O8/c18-10(19)5-15(1-3-16-6-11(20)24-12(21)7-16)2-4-17-8-13(22)25-14(23)9-17/h1-9H2,(H,18,19)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (97.8%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 05-10-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/20874

Glycine, N,N-bis2-(2,6-dioxo-4-morpholinyl)ethyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryAn irritant; [MSDSonline] See ACID ANHYDRIDES.

Hazard Classes and CategoriesSkin Irrit. 2 (97.8%)

Safety data

F: 10-21
PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29224999
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system

Chemistry & industry

Applications · 1 item

UsesNSC 379317 or DTPAA is a useful synthetic intermediate in producing DPTA, in which it is used to synthesize the GO-DEN(Gd-DTPA)-mAb, a contrast reagent for prostate tumor MRI imaging. GO-DEN(Gd-DTPA)-mAb can be coupled with DOX to produce GO-DEN(Gd-DTPA)-mAb/DOX, creating an effective delivery of anti cancer drugs to the prostate cancer cells, PC-3, in mice.