U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ACHIRAL
Molecular Formula C9H18NO2
Molecular Weight 172.2447
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TEMPOL

SMILES

CC1(C)CC(O)CC(C)(C)N1[O]

InChI

InChIKey=CSGAUKGQUCHWDP-UHFFFAOYSA-N
InChI=1S/C9H19NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11-12H,5-6H2,1-4H3

HIDE SMILES / InChI

Molecular Formula C9H18NO2
Molecular Weight 172.2447
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Tempol is used as an industrial catalyst and chemical oxidant. However, its ability to scavenge free oxygen species has generated interest in the biochemical potential of this compound. Biologically Tempol catalyzes the disproportionation of superoxides, facilitates hydrogen peroxide metabolism, and inhibits Fenton chemistry. These properties generated investigational interest for the use of tempol to mediate radiation damage during chemotherapy. Tempol has been used in human clinical trials for mitigation of radiation damage in related to anal cancer, and brain cancer. Tempol has also been investigated in a number of animal and invitro models for conditions, such as oxidative damage, brain hemorrhage, anxiety, malaria, platelet agregation,

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Secondary
Unknown
Secondary
Unknown

Doses

PubMed

Sample Use Guides

In Vivo Use Guide
In a phase II clinical trial investigating the ability of tempol to prevent hair loss due to radiation treatment; 200 mL of 7% (w/v) Tempol gel was applied daily to patients prior to radiation dose and removed immediately thereafter.
Route of Administration: Topical
In Vitro Use Guide
Undifferentiated HL-60 cells were maintained in RPMI 1640 media containing 10% fetal bovine serum and 25 mM HEPES at 37 deg-C in a 5% CO2 atmosphere. HL-60 cells were differentiated in a culture medium containing 1.3% DMSO for five days prior to a 3-hour incubation with Tempol. At a concentration of <0.3 mM Tempol completely abolishes O2^- detection. At 0.3 mM and higher Tempol also attenuates H2O2 levels triggered by 1 microM of fMLP. Therefore, Tempol is a potent and effective antioxidant.
Substance Class Chemical
Record UNII
U78ZX2F65X
Record Status Validated (UNII)
Record Version