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
Cellular and pharmacogenetics foundation of synergistic interaction of pemetrexed and gemcitabine in human non-small-cell lung cancer cells.	2005-07	15795320
Kinetic and mechanistic investigation of the selective acidolysis of the C-terminal amide bond of N-acyl-N,alpha,alpha-trialkyl glycine amides.	2005-07	15641123
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.	2005-05-16	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.	2005-05-16	15848770
Application of intramolecular 1,3-dipolar cyclic addition of azide and olefin; construction of (pyrrolidine-2-ylidene)glycinate and glycinamides.	2005-05	15863925
Double proton transfer and one-electron oxidation behavior in double H-bonded glycinamide-glycine complex in the gas phase.	2005-04-30	15726572
Arylamide dendrimers with flexible linkers via haloacyl halide method.	2005-04-28	15844900
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.	2005-04-13	15810842
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.	2005-04-12	15807526
Three emerging new drugs for NSCLC: pemetrexed, bortezomib, and cetuximab.	2005-04	15821248
Sister group relationship of turtles to the bird-crocodilian clade revealed by nuclear DNA-coded proteins.	2005-04	15625185
Molecular characterization and chromosomal assignment of the bovine glycinamide ribonucleotide formyltransferase (GART) gene on cattle chromosome 1q12.1-q12.2.	2005-03-28	15777723
Loss of reduced folate carrier function and folate depletion result in enhanced pemetrexed inhibition of purine synthesis.	2005-02-01	15709201
Chiral ion-exchange capillary electrochromatography of arylglycine amides with dextran sulfate as a pseudostationary phase.	2005-02	15714564
Specific inhibition and stabilization of aspergilloglutamic peptidase by the propeptide. Identification of critical sequences and residues in the propeptide.	2005-01-14	15516690
Glycine-amide is an active metabolite of the antiretroviral tripeptide glycyl-prolyl-glycine-amide.	2005-01	15616273
Highly stereoselective Michael addition reactions of CamTHP*-desymmetrized glycinamide for the synthesis of functionally dense amino acid derivatives.	2004-11-25	15548042
CamTHP*OH: a camphor-derived delta-lactol auxiliary for the effective desymmetrization of attached glycinamide residues. Asymmetric synthesis of alpha-amino carbonyl compounds.	2004-11-25	15548041
Double proton transfer behavior and one-electron oxidation effect in double H-bonded glycinamide-formic acid complex.	2004-11-22	15549872
Phase II clinical trial of capecitabine and gemcitabine chemotherapy in patients with metastatic renal carcinoma.	2004-11-15	15505625
Translational research with pemetrexed in breast cancer.	2004-11	15655941
Overview of phase I/II pemetrexed studies.	2004-11	15655932
Biochemical pharmacology of pemetrexed.	2004-11	15655931
Tumor necrosis factor-alpha-converting enzyme (ADAM17) mediates GPIbalpha shedding from platelets in vitro and in vivo.	2004-10-01	15345652
Construction, characterization, and use of small-insert gene banks of DNA isolated from soil and enrichment cultures for the recovery of novel amidases.	2004-09	15305920
Tumor necrosis factor alpha stimulates MUC1 synthesis and ectodomain release in a human uterine epithelial cell line.	2004-09	15142990
A quantum chemical study of the water-assisted mechanism in one-carbon unit transfer reaction catalyzed by glycinamide ribonucleotide transformylase.	2004-08-01	15228962
BMS-201620: a selective beta 3 agonist.	2004-07-05	15177466
A second-generation system for unbiased reading frame selection.	2004-07	15331775
Pemetrexed (ALIMTA), a novel multitargeted antineoplastic agent.	2004-06-15	15217974
Analysis of antigen-specific T-cell responses with synthetic peptides--what kind of peptide for which purpose?	2004-05	15172453
The crystal structure of the hydrolase domain of 10-formyltetrahydrofolate dehydrogenase: mechanism of hydrolysis and its interplay with the dehydrogenase domain.	2004-04-02	14729668
Pharmacology and mechanism of action of pemetrexed.	2004-04	15117425
Basal jawed vertebrate phylogeny inferred from multiple nuclear DNA-coded genes.	2004-03-11	15070407
LY309887, antifolate via the folate receptor suppresses murine type II collagen-induced arthritis.	2004-01-27	14740450
FDA drug approval summaries: pemetrexed (Alimta).	2004	15477632
CHF 3381.	2004	14725488
Membrane topology of guinea pig cytochrome P450 17 alpha revealed by a combination of chemical modifications and mass spectrometry.	2003-12-16	14661979
A defect in the p53 response pathway induced by de novo purine synthesis inhibition.	2003-12-05	14517211
Using a residue clash map to functionally characterize protein recombination hybrids.	2003-12	14983083
Design, synthesis and biological evaluation of 10-CF3CO-DDACTHF analogues and derivatives as inhibitors of GAR Tfase and the de novo purine biosynthetic pathway.	2003-10-01	13129587
10-(2-benzoxazolcarbonyl)-5,10-dideaza-acyclic-5,6,7,8-tetrahydrofolic acid: a potential inhibitor of GAR transformylase and AICAR transformylase.	2003-10-01	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.	2003-10-01	13129585
On the structural and functional modularity of glycinamide ribonucleotide formyltransferases.	2003-10	14500878
Tomoregulin ectodomain shedding by proinflammatory cytokines.	2003-08-15	12875894
The role of Pemetrexed (Alimta , LY231514) in lung cancer therapy.	2003-07	14596699
Metal-catalyzed hydroxylaminolysis of unactivated amide and peptide bonds.	2003-03-07	12929372
Current data with pemetrexed (Alimta) in non-small-cell lung cancer.	2003-01	14720339
Practical asymmetric synthesis of vicinal diamines through the catalytic highly enantioselective alkylation of glycine amide derivatives.	2003	14673922
Deaza analogs of folic acid as antitumor agents.	2003	14529545

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:05:17 GMT 2025` Edited by `admin` on `Mon Mar 31 19:05:17 GMT 2025`
Record UNII	4JDT453NWO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GLYCINE AMIDE

Preferred Name

English

GLYCINAMIDE

Systematic 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