2-(C-11)THYMIDINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C10H14N2O5
Molecular Weight	241.2293
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CN([C@H]2C[C@H](O)[C@@H](CO)O2)[11C](=O)NC1=O

InChI

InChIKey=IQFYYKKMVGJFEH-CNZKURHESA-N

InChI=1S/C10H14N2O5/c1-5-3-12(10(16)11-9(5)15)8-2-6(14)7(4-13)17-8/h3,6-8,13-14H,2,4H2,1H3,(H,11,15,16)/t6-,7+,8+/m0/s1/i10-1

HIDE SMILES / InChI

Molecular Formula	C10H14N2O5
Molecular Weight	241.2293
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9973209 | https://www.ncbi.nlm.nih.gov/pubmed/8195884

PET imaging using 2-[11C]thymidine (dThd) was developed as a measure of tumor proliferation and cancer response to treatment. The drug was tested on patients with brain tumors. A PET image is a result of the metabolic processes for delivery, uptake, and retention in DNA by the tumor and degradative metabolism in the whole patient. 2-[11C]Thymidine is metabolized to [C11]CO2, which rapidly crosses the blood-brain barrier and distributes throughout the brain. 2-[11C]Thymidine itself is poorly transported by the blood-brain barrier, however, it may intercalate into DNA.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
DNA 282 Target ID: CHEMBL2311221 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9973209	Interacts 323

Conditions

Condition	Modality	Targets	Highest Phase	Product
Brain cancer 10 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9973209	Diagnostic		Phase I 438	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
ChemIDplus	130333776	https://chem.nlm.nih.gov/chemidplus/id/0130333776
EPA DSSTox	DTXSID00156455	https://comptox.epa.gov/dashboard/DTXSID00156455
Wikidata	Q27273715

PubMed

Title	Date	PubMed
2-[C-11]thymidine imaging of malignant brain tumors.	1999-02-01	9973209
Brain tumor imaging with PET and 2-[carbon-11]thymidine.	1994-06	8195884
Detection of DNA synthesis in intact organisms with positron-emitting (methyl- 11 C)thymidine.	1972-04	4554538

Sample Use Guides

In Vivo Use Guide

For PET imaging in patients with brain tumors, ten to 20 mCi 2-(C-11)thymidine was infused i.v. for 60 s using a Harvard infusion pump.

Route of Administration: Intravenous

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:39:11 GMT 2025` Edited by `admin` on `Mon Mar 31 18:39:11 GMT 2025`
Record UNII	A775ZPE88B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

THYMIDINE-2-11C

Preferred Name

English

2-(C-11)THYMIDINE

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2124