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166391

Sigma-Aldrich

1-Formylpyrrolidine

97%

Synonym(s):

Pyrrolidine-1-carboxaldehyde

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About This Item

Empirical Formula (Hill Notation):
C5H9NO
CAS Number:
3760-54-1
Molecular Weight:
99.13
Beilstein:
106540
EC Number:
223-175-7
MDL number:
MFCD00003169
UNSPSC Code:
12352100
PubChem Substance ID:
24850163
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.479 (lit.)

bp

92-94 °C/15 mmHg (lit.)

density

1.04 g/mL at 25 °C (lit.)

SMILES string

[H]C(=O)N1CCCC1

InChI

1S/C5H9NO/c7-5-6-3-1-2-4-6/h5H,1-4H2

InChI key

AGRIQBHIKABLPJ-UHFFFAOYSA-N

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General description

1-Formylpyrrolidine is the monomer constituent of gas clathrate inhibitor.

Application

1-Formylpyrrolidine was used in the synthesis of 1-oxa-3,4-dimethyl-5-(1-pyrrolldino)-2,2-di(tert-butyl)silacyclopentane and 1-oxa-4-isopropyl-5-(1-pyrrolidino)-2,2-di(tert-butyl)silacyclopentane.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

203.0 °F - closed cup

Flash Point(C)

95 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Preparation and synthetic utility of oxasilacyclopentane acetals derived from siliranes.
Shaw JT and Woerpel KA.
Tetrahedron, 53(48), 16597-16606 (1997)
Marco Pallavicini et al.
Bioorganic & medicinal chemistry letters, 14(23), 5827-5830 (2004-10-27)
Homochiral E and Z isomers of N-methylprolinal O-isopropyloxime and (1-methyl-2-pyrrolidinyl)methoxyimines were synthesized as candidate bioisosteres of nicotine and its isoxazolic analogue ABT 418. Two of them, namely (S)-2-isopropylideneaminooxymethyl- and (Z)-(S)-2-ethylideneaminooxymethyl-1-methylpyrrolidine, proved to bind at alpha4beta2 nicotinic acetylcholine receptor with submicromolar
Y Tanaka et al.
Journal of medicinal chemistry, 37(13), 2071-2078 (1994-06-24)
New compounds were synthesized by structural modification of 1-[1-(4-phenylbutanoyl)-L-prolyl]-pyrrolidine (SUAM-1221, 1) or 1-[1-(benzyloxycarbonyl)-L-proly]prolinal (Z-Pro-prolinal,2) and were tested for in vitro inhibitory activities against purified prolyl endopeptidase (PEP) from canine brain. In a series of compounds which lack a formyl or
M Nanri et al.
Nihon yakurigaku zasshi. Folia pharmacologica Japonica, 89(6), 323-329 (1987-06-01)
Based on the results of a previous report that prolyl endopeptidase (PPCE) inhibitors facilitated the acquisition of active avoidance response and retarded the extinction of the response, further studies were made on the effect of PPCE inhibitors on learning and
L Frick et al.
Biochimica et biophysica acta, 829(3), 311-318 (1985-07-01)
alpha-Amino aldehydes and bestatin are found to be effective inhibitors of a cytosolic dipeptidase (rat testicular peptidase C), and a cytosolic tripeptidase (rat kidney peptidase B, EC 3.4.11.4), as well as cytosolic leucine aminopeptidase (pig kidney peptidase S, EC 3.4.11.1).
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