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Details

Stereochemistry ABSOLUTE
Molecular Formula C4H5NO3S
Molecular Weight 147.152
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXOTHIAZOLIDINECARBOXYLIC ACID

SMILES

OC(=O)[C@@H]1CSC(=O)N1

InChI

InChIKey=BMLMGCPTLHPWPY-REOHCLBHSA-N
InChI=1S/C4H5NO3S/c6-3(7)2-1-9-4(8)5-2/h2H,1H2,(H,5,8)(H,6,7)/t2-/m0/s1

HIDE SMILES / InChI

Description

Oxothiazolidinecarboxylic Acid (L-2-oxothiazolidine-4-carboxylic acid, OTC) was currently undergoing evaluation in a Phase II clinical trial. It is suggested that an ideal drug may be an antisense oligonucleotide that blocks the expression of glycolate oxidase, a key enzyme in hepatic oxalate synthesis.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
105 nmol/mL
500 mg single, oral
OXOTHIAZOLIDINECARBOXYLIC ACID plasma
Homo sapiens
242 nmol/mL
1500 mg single, oral
OXOTHIAZOLIDINECARBOXYLIC ACID plasma
Homo sapiens
734 nmol/mL
4500 mg single, oral
OXOTHIAZOLIDINECARBOXYLIC ACID plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
88 nmol × h/mL
500 mg single, oral
OXOTHIAZOLIDINECARBOXYLIC ACID plasma
Homo sapiens
428 nmol × h/mL
1500 mg single, oral
OXOTHIAZOLIDINECARBOXYLIC ACID plasma
Homo sapiens
4063 nmol × h/mL
4500 mg single, oral
OXOTHIAZOLIDINECARBOXYLIC ACID plasma
Homo sapiens

Doses

PubMed

Sample Use Guides

In Vivo Use Guide
Oxothiazolidinecarboxylic Acid (L-2-oxothiazolidine-4-carboxylic acid, OTC), a prodrug of cysteine, was administered at a dose of 0.15 and 0.45 mmol/kg to healthy volunteers. The plasma concentration of OTC reached a peak between 45 and 60 min after p.o. administration.
Route of Administration: Oral
In Vitro Use Guide
Oxothiazolidinecarboxylic Acid (L-2-oxothiazolidine-4-carboxylic acid, OTC) was tested at concentrations of 5, 10, and 20 mM for its effect on acute and chronic HIV-1 infection as measured by RT activity in MDM isolated from adult peripheral blood and cord blood. Addition of OTC at a concentration of 10 or 20 mM to chronically infected cord blood MDM cultures also suppressed RT activity during the subsequent course of infection.