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4-Hydroxypyridine

HCID 12290
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
108-96-3
Standard SMILES
O=c1cc[nH]cc1
InChIKey
GCNTZFIIOFTKIY-UHFFFAOYSA-N
Molecular formula
C5H5NO
Average molar mass
95.1 g/mol
Monoisotopic mass
95.03711378

Overview

4-pyridone is the simplest member of the class of pyridin-4-ones, that is 1,4-dihydropyridine in which the hydrogens at position 4 have been replaced by an oxo group. It is a tautomer of a 4-hydroxypyridine.

Names & identifiers

Preferred name
4-Hydroxypyridine
IUPAC
1H-pyridin-4-one
English name
4-Hydroxypyridine
Molecular formula
C5H5NO
Molecular weight
95.1

Names & synonyms

4-HYDROXYPYRIDINE626-64-24-PyridinolDTXSID2052310DTXCID9030882CHEBI:87614RefChem:1070836pyridin-4-olpyridin-4(1H)-one108-96-34(1H)-Pyridinone4-Pyridone
Show more names
4-Hydroxypyridine,97%4HYDROXYPRIDINE4-Hydroxypyride1H-Pyridin-4-olCompound Fr140554-HydroxypyridoneTIMTEC-BB SBB000030
1H-pyridin-4-one4-Pyridinone4-Oxopyridine4-Pyridolgamma-Hydroxypyridinegamma-Pyridone4(1H)-Pyridone.gamma.-Pyridone

Database identifiers

CAS
108-96-3、3454-03-3、626-64-2
PubChem CID
12290
DTXSID
DTXSID2052310
ChEMBL
CHEMBL237459
ChEBI
CHEBI:133125
UNII
3P2MV07G53
EC Number
203-633-2、210-958-3、222-380-9
Nikkaji
J102.045E、J2.526.397I、J94.859D

Properties

Computed structural properties

XLogP
-1.3
Topological polar surface area
29.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
7
Formal charge
0
Complexity
121

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Pyridines
Vapor Pressure0.39 [mmHg]
Physical DescriptionTan or brown powder; [Alfa Aesar MSDS]
Collision Cross Section113.9 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID2052310]

Physicochemical properties

Melting point
150 · 150-151 °C (lit.)
Boiling point
230 · 230-235 °C/12 mmHg (lit.)
Density
1.1418 · 1.1418 (rough estimate)
refractive index
1.5939 · 1.5939 (estimate)
Flash point
221 °C · 221 °C
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
solubility
DMSO (Slightly), Methanol (Slightly)
pka
3.2 · 3.2(at 20℃)
form
Powder or Chunks
color
Beige to light brown
Water Solubility
Soluble
BRN
105800 · 105800
InChI
1S/C5H5NO/c7-5-1-3-6-4-2-5/h1-4H,(H,6,7)
InChIKey
GCNTZFIIOFTKIY-UHFFFAOYSA-N
SMILES
O=C1C=CNC=C1
LogP
-1.3 · -1.300 (est)
CAS DataBase Reference
626 · 626-64-2(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
3 P2MV07G53 · 3P2MV07G53
NIST Chemistry Reference
4 · 4-Pyridinol(626-64-2)
EPA Substance Registry System
4 · 4-Pyridinol (626-64-2)
UNSPSC Code
12352200 · 12352200
NACRES
22 · NA.22
Symbol(GHS)
5 · GHS05,GHS07
Signal word
Danger
Hazard statements
302 · H302-H315-H318-H335
Precautionary statements
261 · P261-P280-P305+P351+P338
target organs
Respiratory system
PPE
95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes
Xi,Xn
Risk Statements
36 · 36/37/38-41-37/38-22
Safety Statements
26 · 26-36-37/39-39
WGK Germany
3 · 3
RTECS
7701450 · UU7701450
F
3 · 3-8-10
Hazard Note
Harmful/Irritant
TSCA
TSCA listed
HazardClass
IRRITANT
HS Code
29339900 · 29339900
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
4 OralEye · Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
REACH Registrations
Active

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H302 (86.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

REACH registered substance: Pyridin-4-ol (EC: 210-958-3)

4(1H)-Pyridinone: Does not have an individual approval but may be used under an appropriate group standard

4-Pyridinol: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryIntraperitoneal LD50 (mouse) = 923 mg/kg; [RTECS] An irritant; [Alfa Aesar MSDS] See Pyridine.
Hazard Classes and CategoriesAcute Tox. 4 (86.3%)

Safety data

F
3-8-10
PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
rtecs
UU7701450
hs_code
29339900
risk_code
36/37/38-41-37/38-22
Signal word
Danger
Symbol(GHS)
GHS05,GHS07
hazard_code
Xi,Xn
hazard_note
Harmful/Irritant
safety_code
26-36-37/39-39
hazard_class
IRRITANT
Storage Class
11 - Combustible Solids
target organs
Respiratory system
Hazard statements
H302-H315-H318-H335
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 OralEye Dam. 1Skin Irrit. 2STOT SE 3
Precautionary statements
P261-P280-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing Information · 2 items

4(1H)-Pyridinone: ACTIVE

4-Pyridinol: ACTIVE

Applications · 2 items

Description4-Hydroxypyridine, available from pyridylpyridinium chloride hydrochloride, is the substrate for diodone and its n-propyl ester, propyliodone. 4-Hydroxypyridine (4-HP) is a non-nucleophilic analog of the product phenol found to bind specifically to and stabilize the aminoacrylate intermediate. When 4-HP is added to Tyrosine phenol-lyase (TPL) reactions, an absorption peak at 340 nm is observed. The formation of the 340 nm peak correlates with the decay of the quinonoid intermediate peak at 505 nm, with a clean isosbestic point, and the observed rate constants show an inverse dependence on the concentration of 4-HP. These results confirm that the observed peak at 340 nm is due to the formation of the amino acrylate intermediate[1-2].

Uses4-Hydroxypyridine was used in the synthesis of (Ag3MoO3F3) (Ag3MoO4)Cl by hydro(solvato)thermal methods. It was used as model compound to study the natural photodegradation of representative aquatic environmental contaminants.

Upstream & downstream products

Upstream raw materials

4-Allyloxypyridine4-Methoxypyridine4-(Benzyloxy)pyridinePyridine, 4-[2-(trimethylsilyl)ethoxy]-Copper(II) sulfate pentahydrate4-Hydroxypyridine-1-oxideN-(4-Pyridyl)pyridinium chloride hydrochloride4-Iodopyridine2,3-Dimethyl-1,3-butadienePyridine-4-boronic acid

Downstream products

2,4-Dichloro-5-nitropyridine3-Amino-4-methoxypyridine3,4-Diaminopyridine4-Dimethylaminopyridine4-Chloro-3-nitropyridine3,4,5-Tribromopyridine2,3,4,5,6-Pentabromopyridine4-Amino-3-nitropyridine3,5-DibroMo-4-Methoxy-pyridine4-chloropyridine

Suppliers49 total

CHEMSTEP[email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
Compound Net Biotechnology Inc.15266686121 · [email protected]
广州隽唐科技有限公司020-36607679 13502246435 · [email protected]
Sinco Pharmachem (ShenZhen) R&D Co., Ltd.+86-18603013401 · [email protected]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
江苏普乐司生物科技有限公司0513-66017706 18551496367 · [email protected]
江苏艾康生物医药研发有限公司025-5885952 15955137747 · [email protected]
上海泰坦科技股份有限公司4006009262 13023226327 · [email protected]
杭州云易国科生物科技有限公司18457506494 · [email protected]
赛默飞世尔科技(中国)有限公司800-810-5118 · [email protected]

Additional notes

DefinitionChEBI: A monohydroxypyridine that is pyridine in which the hydrogen at position 4 has been replaced by a hydroxy group.

Related reactions

2 records
New reaction record
HRID 1959353 reaction equation
HRID 1959353As reactantuspto-grants-2013_04
HRID 2130240 reaction equation
HRID 2130240As reactantTraining data from https://doi.org/10.1039/C8SC04228D (4/10)

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
金瓯生物医药(南京)有限公司13000000000 · [email protected]
深圳菲斯生物科技有限公司0755-83725350 13380397412 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
湖北巨胜科技有限公司027-59599241 18871490274 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
深圳振强药物研发有限公司+86-0755-66853366 +86-13670046396 · [email protected]
九鼎化学(上海)科技有限公司4009209199 · [email protected]
南通市苏北化工原料有限公司0513-85290972 18762756250 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
上海瀚思化工有限公司18916268197 · [email protected]
山东西亚化学有限公司4009903999 13395398332 · [email protected]
武汉卡诺斯科技有限公司18064039730 · [email protected]
武汉易谊化学科技有限公司0711-3617768 13308685235 · [email protected]
山东小野化学股份有限公司0539-6362799 20)
成都康巴斯生物科技有限公司18582381569 · [email protected]
盼得(上海)国际贸易有限公司80159919 18662931292 · [email protected]
厦门盈融达化工有限公司+86-0592-6210733 · [email protected]
天津希恩思生化科技有限公司400-6387771-6039 18920764717 · [email protected]
北京迈瑞达科技有限公司010-82387566 18001021521 · [email protected]
湖北摆渡化学有限公司027-59106051 13627137652 · [email protected]
河南奥创化工有限公司+86-0371-63689365 +8618638391208 · [email protected]
武汉吉鑫益邦生物科技有限公司59768661 13297943853 · [email protected]
南京康满林化工实业有限公司025-83697070 13770331960 · [email protected]
上海捷世凯生物科技有限公司021-57520305 13795461237 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
江苏润丰合成科技有限公司0513-66017678 18551497631 · [email protected]
江苏博思特化工科技有限公司87161895 15651337098 · [email protected]
上海阿摩尔生物科技有限公司13370042665 18916960931 · [email protected]
江苏雷恩环保科技有限公司66814573 16651336298 · [email protected]
南通润丰石油化工有限公司66814565 18912298907 · [email protected]
Shaanxi Dideu Medichem Co. Ltd+86-17392712779 · [email protected]
上海皓鸿生物医药科技有限公司400-8210725 4008210725 · [email protected]
南通众合化工新材料有限公司0513-85666561 15950816326 · [email protected]