Skip to Content
Merck
CN
All Photos(1)

Key Documents

View All Documentation

396788

Sigma-Aldrich

Ethyl formimidate hydrochloride

Synonym(s):

Ethyl methanimidate hydrochloride

Sign Into View Organizational & Contract Pricing

Select a Size

1 G
CN¥331.76
5 G
CN¥947.89

CN¥331.76

Please contact Customer Service for Availability
Request a Bulk Order
All Photos(1)

Select a Size

Change View
1 G
CN¥331.76
5 G
CN¥947.89

About This Item

Linear Formula:
HC(=NH)OC2H5·HCl
CAS Number:
16694-46-5
Molecular Weight:
109.55
MDL number:
MFCD00192154
UNSPSC Code:
12352100
PubChem Substance ID:
24864683
NACRES:
NA.22

CN¥331.76

Please contact Customer Service for Availability
Request a Bulk Order

form

solid

Quality Level

100

mp

75 °C (dec.) (lit.)

functional group

ether

storage temp.

2-8°C

SMILES string

Cl.CCOC=N

InChI

1S/C3H7NO.ClH/c1-2-5-3-4;/h3-4H,2H2,1H3;1H

InChI key

JPUTTYRVDANTBN-UHFFFAOYSA-N

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
C0742SML1314SML0178
1400W dihydrochloride >98%, solid

W4262

1400W dihydrochloride

CKI-7 dihydrochloride ≥98% (HPLC), solid

C0742

CKI-7 dihydrochloride

SAG dihydrochloride ≥98% (HPLC)

SML1314

SAG dihydrochloride

ARL-17477 dihydrochloride hydrate ≥98% (HPLC)

SML0178

ARL-17477 dihydrochloride hydrate

assay

>98%

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

solid

form

solid

form

lyophilized solid

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

storage condition

desiccated

storage condition

desiccated

storage condition

desiccated

storage condition

desiccated

originator

GlaxoSmithKline

originator

-

originator

-

originator

AstraZeneca

General description

Ethyl formimidate hydrochloride is a nitrogen containing organic building block. On heating it undergoes degradation to afford formamidine hydrochloride, ethyl formate and ethyl chloride.[1]

Application

Ethyl formimidate hydrochloride may be used in the preparation of the following:
  • 5-aminoimidazole-4-carboxylic acid α- and β-ribotides[2]
  • s-triazines[3]
  • 2,3:5,6-di-O-isopropylidene-α- and -β-5-amino-4-ethoxycarbonyl or -carbamoyl-imidazole D-mannofuranosides[4]
  • 5-amino-1-(2-pyridyl)imidazole[5]
Reactant involved in the synthesis of biologically active molecules including:
  • Bredinin via amination of an acyclic precursor
  • Amidine conjugates of the ornithine moiety of an antifungal

Reactant involved in:
  • Intermolecular cyclization
  • Mo-catalyzed asymmetric ring-closing metathesis for synthesis of cyclid amides and amines
  • Synthesis of peptidic 1-cyanopyrrolidines

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves
  • Specification Sheet

    • Choose from one of the most recent versions:

    Certificates of Analysis (COA)

    Lot/Batch Number
    0000293608
    0000245401
    0000224278
    0000220116
    0000293608

    Don't see the Right Version?

    If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

    Search for a COA

    Already Own This Product?

    Find documentation for the products that you have recently purchased in the Document Library.

    Visit the Document Library

    A S Gort et al.
    Molecular microbiology, 32(1), 179-191 (1999-04-27)
    The discovery of superoxide dismutase (CuZnSOD) within the periplasms of several Gram-negative pathogens suggested that this enzyme evolved to protect cells from exogenous sources of superoxide, such as the oxidative burst of phagocytes. However, its presence in some non-pathogenic bacteria
    Laura J Raymond et al.
    Experimental biology and medicine (Maywood, N.J.), 229(9), 885-894 (2004-09-25)
    Cytochrome c oxidase (CCO) is the Cu-dependent, terminal respiratory complex of the mitochondrial electron transport chain. Inhibition of CCO can promote oxidative stress by increasing mitochondrial production of reactive oxygen species (ROS). Because mitochondria have an important role in apoptosis
    Zhouxi Wang et al.
    BMC bioinformatics, 14 Suppl 3, S13-S13 (2013-03-27)
    The prediction of biochemical function from the 3D structure of a protein has proved to be much more difficult than was originally foreseen. A reliable method to test the likelihood of putative annotations and to predict function from structure would
    Edward H Schuchman et al.
    Handbook of experimental pharmacology, (215)(215), 3-32 (2013-04-13)
    The relationship of sphingolipids with human disease first arose from the study of sphingolipid storage diseases over 50 years ago. Most of these disorders are due to inherited deficiencies of specific sphingolipid hydrolases, although a small number also result from
    Ana C Scorsetti et al.
    Revista de biologia tropical, 60(2), 833-841 (2013-07-31)
    Tolypocladium cylindrosporum is an entomopathogenic fungi that has been studied as a biological control agent against insects of several orders. The fungus has been isolated from the soil as well as from insects of the orders Coleoptera, Lepidoptera, Diptera and
    View All Related Papers

    Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

    Contact Technical Service