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Details

Stereochemistry MIXED
Molecular Formula C14H32N2O4
Molecular Weight 292.4149
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of EDETOL

SMILES

CC(O)CN(CCN(CC(C)O)CC(C)O)CC(C)O

InChI

InChIKey=NSOXQYCFHDMMGV-UHFFFAOYSA-N
InChI=1S/C14H32N2O4/c1-11(17)7-15(8-12(2)18)5-6-16(9-13(3)19)10-14(4)20/h11-14,17-20H,5-10H2,1-4H3

HIDE SMILES / InChI

Molecular Formula C14H32N2O4
Molecular Weight 292.4149
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Quadrol, N,N,N',N'-tetrakis(2-hydroxypropyl)ethylenediamine, also known as edetol, is a registered trademark of BASF Corporation. Quadrol has proven to be an excellent cross-linking agent and catalyst for use in polyurethane coatings and rigid foams. The four hydroxyl groups in quadrol give multiple cross-linking sites and the two tertiary nitrogen atoms provide catalysis for the reaction. In addition, was studied the biological activity of quadrol: this compound promoted in vivo collagen synthesis and was effective as a stimulator of wound healing in diabetic and non-diabetic animals. Quadrol exists as a mixture of four unique diastereomers, each of which may display differences in biological activity.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Metal complexes of tetrapodal ligands: synthesis, spectroscopic and thermal studies, and X-ray crystal structure studies of Na(I), Ca(II), Sr(II), and Ba(II) complexes of tetrapodal ligands N,N,N',N'-tetrakis(2-hydroxypropyl)ethylenediamine and N,N,N',N'-tetrakis(2-hydroxyethyl)ethylenediamine.
2002 Apr 22
The behavior of organic components in copper recovery from electroless plating bath effluents using 3D electrode systems.
2004 Aug 30
Magnetic resonance flow velocity and temperature mapping of a shape memory polymer foam device.
2009 Dec 31
Sorption of Cu(II) complexes with ligands tartrate, glycine and quadrol by chitosan.
2009 Nov 15
Decontamination of solutions containing Cu(II) and ligands tartrate, glycine and quadrol using metallic iron.
2010 Mar 15
Patents

Sample Use Guides

normal and diabetic mice: the rate of collagen deposition in implanted polytetrafluoroethylene (PTFE) tubing in non-diabetic and streptozotocin-induced (STZ) diabetic mice was measured during 14 days post-wounding. At the time of implantation, test groups received injections of either quadrol (edetol; N,N,N',N'-tetrakis(2-hydroxypropyl)ethylenediamine], glucan, or buffer in an area adjacent to the wound site. Quadrol promotes in vivo collagen synthesis and that quadrol may be effective as a stimulator of wound healing in diabetic and non-diabetic animals.
Route of Administration: Other
In Vitro Use Guide
Curator's Comment: Mouse peritoneal macrophages, when exposed to Quadrol [N,N,N',N'-tetrakis(2-hydroxypropyl)ethylenediamine/edetol] in vitro, show a dose dependent enhanced spreading over a four-hour period. The rate and extent of the enhancement of phagocytosis was comparable to that observed for lipopolysaccharide and tuftsin.
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:41:18 UTC 2023
Edited
by admin
on Fri Dec 15 17:41:18 UTC 2023
Record UNII
Q4R969U9FR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
EDETOL
HSDB   INN   USAN  
INN   USAN  
Official Name English
2-PROPANOL, 1,1',1'',1'''-(1,2-ETHANEDIYLDINITRILO)TETRAKIS-
Systematic Name English
edetol [INN]
Common Name English
N,N,N',N'-TETRAKIS (2-HYDROXYPROPYL) ETHYLENEDIAMINE
Systematic Name English
QUADROL
Brand Name English
EDETOL [HSDB]
Common Name English
NEUTROL TE
Brand Name English
TETRAHYDROXYPROPYL ETHYLENEDIAMINE
INCI  
INCI  
Official Name English
NSC-369219
Code English
1,1',1'',1'''-(1,2-ETHANEDIYLDINITRILO)TETRAKIS(2-PROPANOL)
Systematic Name English
N,N,N',N'-TETRAKIS(2-HYDROXYPROPYL)ETHYLENEDIAMINE
Systematic Name English
TETRAHYDROXYPROPYL ETHYLENEDIAMINE [INCI]
Common Name English
ENTPROL [MI]
Common Name English
EDETOL [USAN]
Common Name English
Code System Code Type Description
INN
5313
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
HSDB
5349
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
USAN
T-71
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
FDA UNII
Q4R969U9FR
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
DAILYMED
Q4R969U9FR
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
CAS
102-60-3
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
NCI_THESAURUS
C76706
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
ChEMBL
CHEMBL1573178
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
ECHA (EC/EINECS)
203-041-4
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
MERCK INDEX
m4923
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY Merck Index
EVMPD
SUB06457MIG
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
SMS_ID
100000080491
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
EPA CompTox
DTXSID9026689
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
RXCUI
1314349
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY RxNorm
PUBCHEM
7615
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
NSC
369219
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Fri Dec 15 17:41:18 UTC 2023 , Edited by admin on Fri Dec 15 17:41:18 UTC 2023
CONCEPT Industrial Aid
Related Record Type Details
ACTIVE MOIETY