GLYCINAMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H6N2O
Molecular Weight	74.0818
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NCC(N)=O

InChI

InChIKey=BEBCJVAWIBVWNZ-UHFFFAOYSA-N

InChI=1S/C2H6N2O/c3-1-2(4)5/h1,3H2,(H2,4,5)

HIDE SMILES / InChI

Molecular Formula	C2H6N2O
Molecular Weight	74.0818
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Unexpected formation of an epoxide-derived multisubstrate adduct inhibitor on the active site of GAR transformylase.	2001 Nov 13	11695901
Pemetrexed disodium combined with oxaliplatin, SN38, or 5-fluorouracil, based on the quantitation of drug interactions in human HT29 colon cancer cells.	2002 Aug	12118332
The pemetrexed/gemcitabine combination in pancreatic cancer.	2002 Aug 15	12209673
A universal, vector-based system for nucleic acid reading-frame selection.	2002 Dec	12601143
[Differentially expressed genes in vascular endothelial cell line ECV 304 induced by high density lipoprotein].	2002 Jul	12126521
Effect of short-term N(2) deficiency on expression of the ureide pathway in cowpea root nodules.	2002 Jul	12114575
Pemetrexed: translational research in breast cancer.	2002 Jun	12094337
Endotoxin induces rapid metalloproteinase-mediated shedding followed by up-regulation of the monocyte hemoglobin scavenger receptor CD163.	2002 Oct	12377940
Chemotactic agents induce IL-6Ralpha shedding from polymorphonuclear cells: involvement of a metalloproteinase of the TNF-alpha-converting enzyme (TACE) type.	2002 Oct	12355450
Antifolates targeting purine synthesis allow entry of tumor cells into S phase regardless of p53 function.	2002 Sep 15	12234990
Chemically modified "polar patch" mutants of subtilisin in peptide synthesis with remarkably broad substrate acceptance: designing combinatorial biocatalysts.	2002 Sep 16	12298003
Pemetrexed (Alimta): a novel multitargeted antifolate agent.	2003 Apr	12722874
Pemetrexed (Alimta): a promising new agent for the treatment of breast cancer.	2003 Apr	12722017
Decreased expression of the reduced folate carrier and folypolyglutamate synthetase is the basis for acquired resistance to the pemetrexed antifolate (LY231514) in an L1210 murine leukemia cell line.	2003 Apr 1	12663051
Thymidine and hypoxanthine protection patterns of the folic acid-enhanced synergies for combinations of trimetrexate plus a polyglutamylatable inhibitor of purine or thymidylate synthesis against human ileocecal HCT-8 cells.	2003 Aug	12851689
Tomoregulin ectodomain shedding by proinflammatory cytokines.	2003 Aug 15	12875894
Using a residue clash map to functionally characterize protein recombination hybrids.	2003 Dec	14983083
Membrane topology of guinea pig cytochrome P450 17 alpha revealed by a combination of chemical modifications and mass spectrometry.	2003 Dec 16	14661979
Fragmentation reactions of protonated peptides containing glutamine or glutamic acid.	2003 Feb	12577284
The role of Pemetrexed (Alimta , LY231514) in lung cancer therapy.	2003 Jul	14596699
Novel antifolate drugs.	2003 Mar	12583828
Metal-catalyzed hydroxylaminolysis of unactivated amide and peptide bonds.	2003 Mar 7	12929372
Pemetrexed and its emerging role in the treatment of thoracic malignancies.	2003 May	12720495
LY309887, antifolate via the folate receptor suppresses murine type II collagen-induced arthritis.	2003 Nov-Dec	14740450
On the structural and functional modularity of glycinamide ribonucleotide formyltransferases.	2003 Oct	14500878
Design, synthesis and biological evaluation of 10-CF3CO-DDACTHF analogues and derivatives as inhibitors of GAR Tfase and the de novo purine biosynthetic pathway.	2003 Oct 1	13129587
10-(2-benzoxazolcarbonyl)-5,10-dideaza-acyclic-5,6,7,8-tetrahydrofolic acid: a potential inhibitor of GAR transformylase and AICAR transformylase.	2003 Oct 1	13129586
Design, synthesis, and biological evaluation of simplified alpha-keto heterocycle, trifluoromethyl ketone, and formyl substituted folate analogues as potential inhibitors of GAR transformylase and AICAR transformylase.	2003 Oct 1	13129585
Pharmacology and mechanism of action of pemetrexed.	2004 Apr	15117425
The crystal structure of the hydrolase domain of 10-formyltetrahydrofolate dehydrogenase: mechanism of hydrolysis and its interplay with the dehydrogenase domain.	2004 Apr 2	14729668
A second-generation system for unbiased reading frame selection.	2004 Jul	15331775
Basal jawed vertebrate phylogeny inferred from multiple nuclear DNA-coded genes.	2004 Mar 11	15070407
Translational research with pemetrexed in breast cancer.	2004 Nov	15655941
Overview of phase I/II pemetrexed studies.	2004 Nov	15655932
Biochemical pharmacology of pemetrexed.	2004 Nov	15655931
Tumor necrosis factor-alpha-converting enzyme (ADAM17) mediates GPIbalpha shedding from platelets in vitro and in vivo.	2004 Oct 1	15345652
Three emerging new drugs for NSCLC: pemetrexed, bortezomib, and cetuximab.	2005 Apr	15821248
Sister group relationship of turtles to the bird-crocodilian clade revealed by nuclear DNA-coded proteins.	2005 Apr	15625185
Crystal structure and mechanism of the Escherichia coli ArnA (PmrI) transformylase domain. An enzyme for lipid A modification with 4-amino-4-deoxy-L-arabinose and polymyxin resistance.	2005 Apr 12	15807526
Highly enantioselective phase-transfer-catalyzed alkylation of protected alpha-amino acid amides toward practical asymmetric synthesis of vicinal diamines, alpha-amino ketones, and alpha-amino alcohols.	2005 Apr 13	15810842
Arylamide dendrimers with flexible linkers via haloacyl halide method.	2005 Apr 28	15844900
Double proton transfer and one-electron oxidation behavior in double H-bonded glycinamide-glycine complex in the gas phase.	2005 Apr 30	15726572
Chiral ion-exchange capillary electrochromatography of arylglycine amides with dextran sulfate as a pseudostationary phase.	2005 Feb	15714564
Loss of reduced folate carrier function and folate depletion result in enhanced pemetrexed inhibition of purine synthesis.	2005 Feb 1	15709201
Cellular and pharmacogenetics foundation of synergistic interaction of pemetrexed and gemcitabine in human non-small-cell lung cancer cells.	2005 Jul	15795320
Kinetic and mechanistic investigation of the selective acidolysis of the C-terminal amide bond of N-acyl-N,alpha,alpha-trialkyl glycine amides.	2005 Jul	15641123
Molecular characterization and chromosomal assignment of the bovine glycinamide ribonucleotide formyltransferase (GART) gene on cattle chromosome 1q12.1-q12.2.	2005 Mar 28	15777723
Application of intramolecular 1,3-dipolar cyclic addition of azide and olefin; construction of (pyrrolidine-2-ylidene)glycinate and glycinamides.	2005 May	15863925
Synthesis and biological evaluation of N-[4-[5-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-2-(2,2,2-trifluoroacetyl)pentyl]benzoyl]-L-glutamic acid as a potential inhibitor of GAR Tfase and the de novo purine biosynthetic pathway.	2005 May 16	15848772
Design, synthesis, and biological evaluation of 10-methanesulfonyl-DDACTHF, 10-methanesulfonyl-5-DACTHF, and 10-methylthio-DDACTHF as potent inhibitors of GAR Tfase and the de novo purine biosynthetic pathway.	2005 May 16	15848770

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:09:19 GMT 2023` Edited by `admin` on `Fri Dec 15 18:09:19 GMT 2023`
Record UNII	4JDT453NWO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GLYCINAMIDE

Systematic Name

English

GLYCINE AMIDE

Common Name

English

AMINOACETAMIDE

Systematic Name

English

2-AMINOACETAMIDE

Systematic Name

English

ACETAMIDE, 2-AMINO-

Systematic Name

English

Code System Code Type Description

CAS

598-41-4