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
Preparation of Fab' from murine IgG2a for thiol reactive conjugation.	2001	11697031
Gemcitabine and pemetrexed disodium combinations in vitro and in vivo.	2001 Dec	11742712
Involvement of a transformylase enzyme in siderophore synthesis in Pseudomonas aeruginosa.	2001 Jun	11390682
A permissive role for tumor necrosis factor in vascular endothelial growth factor-induced vascular permeability.	2001 Mar 1	11222376
Pemetrexed disodium (Eli Lilly).	2001 Nov	11763166
Proton transfer dynamics of GART: the pH-dependent catalytic mechanism examined by electrostatic calculations.	2001 Nov	11604543
Unexpected formation of an epoxide-derived multisubstrate adduct inhibitor on the active site of GAR transformylase.	2001 Nov 13	11695901
Pemetrexed disodium in recurrent locally advanced or metastatic squamous cell carcinoma of the head and neck.	2001 Sep 1	11531245
Sequence dependence of Alimta (LY231514, MTA) combined with doxorubicin in ZR-75-1 human breast carcinoma cells.	2001 Sep-Oct	11848474
10-Formyl-5,10-dideaza-acyclic-5,6,7,8-tetrahydrofolic acid (10-formyl-DDACTHF): a potent cytotoxic agent acting by selective inhibition of human GAR Tfase and the de novo purine biosynthetic pathway.	2002 Aug	12057663
The pemetrexed/gemcitabine combination in pancreatic cancer.	2002 Aug 15	12209673
Pemetrexed safety and dosing strategy.	2002 Dec	12571807
Molecular, biochemical, and cellular pharmacology of pemetrexed.	2002 Dec	12571805
Crystal structures of human GAR Tfase at low and high pH and with substrate beta-GAR.	2002 Dec 3	12450384
Biochemical and structural characterization of the cross-linked complex of nitrogenase: comparison to the ADP-AlF4(-)-stabilized structure.	2002 Dec 31	12501184
Nonpeptide alpha(v)beta(3) antagonists. Part 2: constrained glycyl amides derived from the RGD tripeptide.	2002 Jan 7	11738566
Synthesis of a new antischistosomally active and toxicologically tolerant C-12 monothione surrogate of the universal antihelmintic praziquantel.	2002 Jul-Aug	12403307
Pemetrexed: translational research in breast cancer.	2002 Jun	12094337
PurT-encoded glycinamide ribonucleotide transformylase. Accommodation of adenosine nucleotide analogs within the active site.	2002 Jun 28	11953435
New N(3)S donor ligand small peptide analogues of the N-mercaptoacetyl-glycylglycylglycine ligand in the clinically used Tc-99m renal imaging agent: evidence for unusual amide oxygen coordination by two new ligands.	2002 Jun 3	12033915
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
Practical asymmetric synthesis of vicinal diamines through the catalytic highly enantioselective alkylation of glycine amide derivatives.	2003	14673922
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
A defect in the p53 response pathway induced by de novo purine synthesis inhibition.	2003 Dec 5	14517211
Antineoplastic agents. 487. Synthesis and biological evaluation of the antineoplastic agent 3,4-methylenedioxy-5,4'-dimethoxy-3'-amino-Z-stilbene and derived amino acid amides.	2003 Feb 13	12570374
LY309887, antifolate via the folate receptor suppresses murine type II collagen-induced arthritis.	2003 Nov-Dec	14740450
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
FDA drug approval summaries: pemetrexed (Alimta).	2004	15477632
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
BMS-201620: a selective beta 3 agonist.	2004 Jul 5	15177466
Pemetrexed (ALIMTA), a novel multitargeted antineoplastic agent.	2004 Jun 15	15217974
Basal jawed vertebrate phylogeny inferred from multiple nuclear DNA-coded genes.	2004 Mar 11	15070407
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
Application of intramolecular 1,3-dipolar cyclic addition of azide and olefin; construction of (pyrrolidine-2-ylidene)glycinate and glycinamides.	2005 May	15863925
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 `Thu Jul 06 01:25:14 UTC 2023` Edited by `admin` on `Thu Jul 06 01:25:14 UTC 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