Evidence map›Paper›PMID 25210948›Full record

ArticleThe Journal of organic chemistry2014

Direct reaction of amides with nitric oxide to form diazeniumdiolates.

Ryan J Holland, John R Klose, Jeffrey R Deschamps, Zhao Cao, Larry K Keefer, Joseph E Saavedra

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

4 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

6 authors.

Ryan J HollandDrug Design Section, Chemical Biology Laboratory, National Cancer Institute , Frederick, Maryland 21702, United States.
John R Klose
Jeffrey R Deschamps
Zhao Cao
Larry K Keefer
Joseph E Saavedra

Funding

Using Diazeniumdiolate Chemistry to Design Nitric Oxide-Based TherapiesZIABC005673 · NCI · DIVISION OF BASIC SCIENCES - NCI · PI KEEFER, LARRY K · 2009 to 2015
$5.5M
CCR NIH HHS HHSN261200800001CIntramural NIH HHSNCI NIH HHS HHSN261200800001ENIDA NIH HHS Y1-DA1101
6 · The paper itself

Abstract

We report the apparently unprecedented direct reaction of nitric oxide (NO) with amides to generate ions of structure R(C═O)NH-N(O)═NO(-), with examples including R = Me (1a) or 3-pyridyl (1b). The sodium salts of both released NO in pH 7.4 buffer, with 37 °C half-lives of 1-3 min. As NO-releasing drug candidates, diazeniumdiolated amides would have the advantage of generating only 1 equiv of base on hydrolyzing exhaustively to NO, in contrast to their amine counterparts, which generate 2 equiv of base.

Indexed as

AmidesAzo CompoundsMolecular StructureNitric OxidePyridinesAmidesAzo CompoundsdiazeniumdiolateNitric OxidePyridines

Identifiers

PMID25210948
PMCPMC4184460

What OpenQuestion holds

Textmetadata
Read underepoch 390

Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.