Edetol

Names

[ CAS No. ]:
102-60-3

[ Name ]:
Edetol

[Synonym ]:
Edetol
1,1',1'',1'''-(Ethane-1,2-diyldinitrilo)tetrapropan-2-ol
1,1',1'',1'''-(Ethane-1,2-diylbis(azanetriyl))tetrakis(propan-2-ol)
1,1',1'',1'''-(Ethylenedinitrilo)-tetra-2-propanol
N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine
Quadrol
N,N,N’N’-tetra(2-hydropropyl)ethylene diamine
THPE
1,1',1'',1'''-(ethylenedinitrilo)tetra-2-propanol
Entprol
2-Propanol, 1,1',1'',1'''-(1,2-ethanediyldinitrilo)tetrakis-
EINECS 203-041-4
1,1',1'',1'''-(1,2-Ethanediyldinitrilo)tetra(2-propanol)
MFCD00004534
1,1',1'',1'''-(1,2-Ethanediyldinitrilo)tetrakis[2-propanol]
Ethylenediamine-N,N,N',N'-tetra-2-propanol
EDTP

Biological Activity

[Description]:

Quadrol is an immunostimulant and has been implicated as a potentially useful agent in accelerated wound healing.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Inflammation/Immunology

[In Vitro]

Results show that viability of macrophages incubated with Quadrol at concentrations of 0.5 mM, 1 mM and 4mM are identical to that for controls. Viability, however, is reduced to 50% of control at concentrations of 16 mM to 32 mM. After four hours, at concentrations of 1 mM and 4 mM, Quadrol produces enhanced spreading of 88% and 80%, respectively, as compared to the control of 28%. Quadrol, at a concentration of 16 mM, shows reduced percentage of spreading of macrophages after four hours. Exposure of macrophages to 1.0 mM or 4.0 mM Quadrol concentrations enhances phagocytic activity, 41% and 57%, respectively, over that of the cells exposed to media alone (34%)[1].

[In Vivo]

On day eight after the implantation, the amount of collagen in the implants of normal mice injected with Quadrol exceeds controls by more than 200% (p<0.025). By day 11, the collagen content increases to over 300% higher than controls (p<0.01) and by the end of two weeks after wounding, the time interval typically required for normal and complete wound healing, the collagen accumulated in the implants of the Quadrol-treated mice is about 50% above control (p<0.1). The accumulation of collagen in the implants of Quadrol treated STZ-diabetic mice about 100% above the untreated diabetic control on days 8 to 11. By day 14, the collagen deposition has increased to 200% above the controls (p<0.0 5)[2].

[Cell Assay]

The standard trypan blue exclusion test is performed to measure cell viability (10). Cells are exposed to increasing concentrations of Quadrol (0.5 mM to 32 mM) and incubated at 37°C for varying lengths of time before treatment with trypan blue[1].

[Animal admin]

At the time of polytetrafluoroethylene (PTFE) tubing implantation, six test groups (3 streptozotocin-induced (STZ) diabetic and 3 non-diabetic) consisting of 5 to 7 animals per sampling time receive either diluent (control group) or Quadrol (10 mM) injected approximately 1 cm from the implantation site. The PTFE implants recovered from the mice after 2 to 14 days are stored frozen until processed and then analyzed by the HPLC method[2].

[References]

[1]. Bhide MV, et al. In vitro stimulation of macrophages by quadrol [N,N,N',N'-tetrakis(2-hydroxypropyl)ethylenediamine]. J Immunopharmacol. 1985;7(3):303-12.

[2]. Bhide MV, et al. Promotion of wound collagen formation in normal and diabetic mice by quadrol. Immunopharmacol Immunotoxicol. 1988;10(4):513-22.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
369.1±0.0 °C at 760 mmHg

[ Melting Point ]:
32°C

[ Molecular Formula ]:
C₁₄H₃₂N₂O₄

[ Molecular Weight ]:
292.415

[ Flash Point ]:
145.7±17.4 °C

[ Exact Mass ]:
292.236206

[ PSA ]:
87.40000

[ LogP ]:
0.13

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.517

[ Water Solubility ]:
miscible

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UB5604000

CHEMICAL NAME :: 2-Propanol, 1,1',1'',1'''-(ethylenedinitrilo)tetra-

CAS REGISTRY NUMBER :: 102-60-3

BEILSTEIN REFERENCE NO. :: 1781143

LAST UPDATED :: 199709

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C14-H32-N2-O4

MOLECULAR WEIGHT :: 292.48

WISWESSER LINE NOTATION :: QY1&1N1YQ1&2N1YQ1&1YQ1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DABBBA Dissertation Abstracts International, B: The Sciences and Engineering. (University Microfilms International, 300 N. Zeeb Rd., Ann Arbor, MI 48106) V.30- 1969- Volume(issue)/page/year: 52,762,1991

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: DABBBA Dissertation Abstracts International, B: The Sciences and Engineering. (University Microfilms International, 300 N. Zeeb Rd., Ann Arbor, MI 48106) V.30- 1969- Volume(issue)/page/year: 52,762,1991

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Mammal - species unspecified

DOSE/DURATION :: 3900 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C258,1991 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M1905 No. of Facilities: 152 (estimated) No. of Industries: 4 No. of Occupations: 6 No. of Employees: 3701 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M1905 No. of Facilities: 141 (estimated) No. of Industries: 15 No. of Occupations: 16 No. of Employees: 3730 (estimated) No. of Female Employees: 1831 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H319

[ Precautionary Statements ]:
P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R43

[ Safety Phrases ]:
S36/37-S37-S24

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
UB5604000

[ HS Code ]:
29221980

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2922199090

[ Summary ]:
2922199090. other amino-alcohols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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