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135933

Sigma-Aldrich

5-Chloro-2-hydroxypyridine

97%

Synonym(s):

5-Chloro-2-pyridinol

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About This Item

Empirical Formula (Hill Notation):
C5H4ClNO
CAS Number:
4214-79-3
Molecular Weight:
129.54
EC Number:
224-146-1
MDL number:
MFCD00006275
UNSPSC Code:
12352100
PubChem Substance ID:
24848247
Pricing and availability is not currently available.

Assay

97%

mp

163-165 °C (lit.)

functional group

chloro

SMILES string

Oc1ccc(Cl)cn1

InChI

1S/C5H4ClNO/c6-4-1-2-5(8)7-3-4/h1-3H,(H,7,8)

InChI key

SZFUWUOHDRMCKD-UHFFFAOYSA-N

General description

5-chloro-2-hydroxypyridine acts as donor ligand and exists in zwitterionic form, i.e. 5-chloropyridinium-2-olate in copper complexes[1].

Application

5-chloro-2-hydroxypyridine (5-Chloro-2-pyridinol) was used to study the effect of dicumarol on xanthine dehydrogenase[2] and mechanism of mitomycin C bioreduction by xanthine dehydrogenase[3].

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW6827V
08829BJ
08218AE
02525MW
02508TU

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D L Gustafson et al.
Cancer research, 52(24), 6936-6939 (1992-12-15)
These studies examined the effect of dicumarol on xanthine dehydrogenase (XDH), an enzyme recently shown to bioreduce mitomycin C. Dicumarol, which has previously been shown to inhibit xanthine oxidase (XO), inhibited both XDH and XO mediated conversion of xanthine to
D L Gustafson et al.
Cancer research, 53(22), 5470-5474 (1993-11-15)
These studies examined the kinetic and mechanistic parameters of mitomycin C (MMC) bioreduction by xanthine dehydrogenase (XDH), an enzyme recently shown to be capable of MMC activation. The bioreduction of MMC by XDH leads to the formation of 2,7-diaminomitosene (2,7-DM)
Ji-Xin Yuan et al.
Acta crystallographica. Section C, Crystal structure communications, 58(Pt 4), M270-M272 (2002-04-05)
In the title compound, [Cu(C(5)H(4)ClNO)(2)(C(4)H(4)N(2))(H(2)O)(2)](ClO(4))(2), the Cu atom, which lies on an inversion centre, has an octahedral environment. The pyrazine ligand also lies about an inversion centre and links adjacent Cu atoms into a chain running along the b axis;

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