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Nafenopin

HCID 19592
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Basic information

CAS
3771-19-5
Standard SMILES
CC(C)(Oc1ccc(C2CCCc3ccccc32)cc1)C(=O)O
InChIKey
XJGBDJOMWKAZJS-UHFFFAOYSA-N
Molecular formula
C20H22O3
Average molar mass
310.4 g/mol
Monoisotopic mass
310.15689456

Overview

Nafenopin can cause cancer according to an independent committee of scientific and health experts.

Names & identifiers

Preferred name
Nafenopin
IUPAC
2-methyl-2-[4-(1,2,3,4-tetrahydronaphthalen-1-yl)phenoxy]propanoic acid
English name
Nafenopin
Molecular formula
C20H22O3
Molecular weight
310.39

Names & synonyms

Nafenopin3771-19-5MelipanNafenoic acidTPIANafenopineSU-13437NafenopinumDTXSID8020911Ciba 13437 SUnafenopinaCH 13437
Show more names
C-13437SuCIBA-13437SuNafenopin USP/EP/BP2-methyl-2-(4-tetralin-1-ylphenoxy)propionic acid2-METHYL-2-PARA-(1,2,3,4-TETRAHYDRO-1-NAPHTHYL)PHENOXYPROPIONICACID2-methyl-2-[4-(1,2,3,4-tetrahydronaphthalen-1-yl)phenoxy]propanoicaci
C 13437 SUSU 13437CH 13-437093W78U96W2-Methyl-2-(p-(1,2,3,4-tetrahydro-1-naphthyl)phenoxy)propionic acidDTXCID40911Propanoic acid, 2-methyl-2-(4-(1,2,3,4-tetrahydro-1-naphthalenyl)phenoxy)-2-Methyl-2-(4-(1,2,3,4-tetrahydro-1-naphthalenyl)phenoxy)propanoic acid

Database identifiers

CAS
3771-19-5
PubChem CID
19592
DTXSID
DTXSID8020911
ChEMBL
CHEMBL1909070
ChEBI
CHEBI:77649
UNII
093W78U96W
Nikkaji
J8.248A

Properties

Computed structural properties

XLogP
4.9
Topological polar surface area
46.5 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
4
Heavy atoms
23
Formal charge
0
Complexity
409

Experimental & physicochemical properties

Melting Point243 to 244 °F (NTP, 1992)
Physical DescriptionCrystals. (NTP, 1992)

Physicochemical properties

Melting point
117 · 117-118 °C
Boiling point
390.55 °C · 390.55°C (rough estimate)
Density
1.1662 · 1.1662 (rough estimate)
refractive index
1.4618 · 1.4618 (estimate)
storage temp.
Sealed in dry,Room Temperature
pka
3.28 · 3.28±0.10(Predicted)
Appearance
white solid
FDA UNII
93 W78U96W · 093W78U96W
Proposition 65 List
Nafenopin
IARC
2 B · 2B (Vol. 24, Sup 7) 1987
EPA Substance Registry System
Nafenopin (3771-19-5)

Safety & regulation

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

Hazard information

Regulatory InformationHazard Traits - Carcinogenicity
Fire HazardsFlash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this chemical include a decrease of serum triglycerides.
Reactive GroupAcids, Carboxylic
Reactivity Profile · 1 item

An organic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible.

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Substances that lower the levels of certain LIPIDS in the BLOOD. They are used to treat HYPERLIPIDEMIAS.

A class of nongenotoxic CARCINOGENS that induce the production of hepatic PEROXISOMES and induce hepatic neoplasms after long-term administration.

Applications

General DescriptionCrystals.

Additional notes

DefinitionChEBI: A monocarboxylic acid that is 2-hydroxy-2-methylpropanoic acid in which ther tertiary hydroxy group has been converted to the corresponding p-(1,2,3,4-tetrahydronaphthalen-1-yl)phenyl ether.

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
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Symbol(GHS)
7 · GHS07,GHS08
Signal word
Warning
Hazard statements
302 · H302-H351-H361
Precautionary statements
280 · P280-P305+P351+P338
Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)

Toxicology

Carcinogen Classification · 5 items

Nafenopin

Group 2B: Possibly carcinogenic to humans

Volume 24: (1980) Some Pharmaceutical Drugs

1987

1987

Safety data

Signal word
Warning
Symbol(GHS)
GHS07,GHS08
Hazard statements
H302-H351-H361
Precautionary statements
P280-P305+P351+P338