N-para-benzene acetonitrile menthane carboxamide
N-p-benzeneacetonitrilementhanecarboxamide
 
Notes:
None found
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CAS Number: 852379-28-3 
Molecular Weight: 298.42942000
Formula: C19 H26 N2 O
EFSA/JECFA Comments: In accordance with CASrn, Register name to be changed to (1R, 3R, 4S)-N-p-Benzeneacetonitrile-menthanecarboxamide. Min assay 99 % (sum of isomers: Min. 94 % (1R, 3R, 4S)-N-p-Benzeneacetonitrile-menthanecarboxamide and 0 - 5 % (1R, 3S, 4S)-N-p-Benzeneacetonitrile-menthanecarboxamide. (Flavour Industry, 2012e).
Category: flavor enhancers
 
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JECFA Food Flavoring: 2009  N-p-benzeneacetonitrile menthanecarboxamide
DG SANTE Food Flavourings: 16.117  N-p-benzeneacetonitrilementhanecarboxamide
FEMA Number: 4496 N-p-benzeneacetonitrilementhanecarboxamide
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):852379-28-3 ; N-P-BENZENEACETONITRILEMENTHANECARBOXAMIDE
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Physical Properties:
Appearance: white powder (est)
Assay: 99.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 147.00 to  151.30 °C. @ 760.00 mm Hg
Soluble in:
 alcohol, very slightly
Insoluble in:
 water
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Organoleptic Properties:
 
 
Flavor Type: cooling
 
 cooling  
Taste Description:
cooling
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: oral care agents
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Suppliers:
Axsyn
For experimental / research use only.
Cyclohexanecarboxamide,N-[4-(cyanomethyl)phenyl]-5-methyl-2-(1-methylethyl)-
Parchem
N-para-benzene acetonitrile menthane carboxamide
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the CSA
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50  [sex: M,F] > 2000 mg/kg
(Mallory, 2004)

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavor enhancers
Recommendation for N-para-benzene acetonitrile menthane carboxamide usage levels up to:
 not for fragrance use.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 120.00 (μg/capita/day)
Modified Theoretical Added Maximum Daily Intake (mTAMDI): 4400 (μg/person/day)
Threshold of Concern:90 (μg/person/day)
Structure Class: III
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 24
Click here to view publication 24
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): 1.000005.00000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: 200.00000800.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: 150.00000250.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
 
Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i).
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm.
 average usage mg/kgmaximum usage mg/kg
Dairy products, excluding products of category 02.0 (01.0): --
Fats and oils, and fat emulsions (type water-in-oil) (02.0): --
Edible ices, including sherbet and sorbet (03.0): --
Processed fruit (04.1): --
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): --
Confectionery (05.0): 150.00000250.00000
Chewing gum (05.0): --
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): --
Bakery wares (07.0): --
Meat and meat products, including poultry and game (08.0): --
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): --
Eggs and egg products (10.0): --
Sweeteners, including honey (11.0): --
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): --
Foodstuffs intended for particular nutritional uses (13.0): --
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): 1.000005.00000
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): --
Ready-to-eat savouries (15.0): --
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): --
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Safety References:
European Food Safety Athority(EFSA): Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
European Food Safety Authority (EFSA) reference(s):
Scientific Opinion on Flavouring Group Evaluation 304 (FGE.304): Five carboxamides from chemical group 30
View page or View pdf
Scientific Opinion on Flavouring Group Evaluation 304, Revision 1 (FGE.304Rev1): Four carboxamides from Chemical Groups 30
View page or View pdf
AIDS Citations: Search
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EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
National Institute of Allergy and Infectious Diseases: Data
 (1R,3R,4S)-N-p-benzeneacetonitrile-menthanecarboxamide
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References:
Leffingwell: Chirality or Article
 (1R,3R,4S)-N-p-benzeneacetonitrile-menthanecarboxamide
Pubchem (cas): 852379-28-3
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Other Information:
FDA Substances Added to Food (formerly EAFUS): View
HMDB (The Human Metabolome Database): Search
FAO: N-p-Benzeneacetonitrile menthanecarboxamide
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Potential Blenders and core components note
 
For Odor
balsamic
balsamic
isobornyl formateFL/FR
dextro-fenchoneFL/FR
camphoreous
 camphor tree bark oilFL/FR
beta-homocyclocitralFL/FR
 fencholFL/FR
laevo-fenchoneFL/FR
citrus
 ocimene quintoxideFL/FR
earthy
(-)-alpha-fencholFL/FR
ethereal
 cyclohexyl formateFL/FR
floral
isobutyl salicylateFL/FR
 dihydrocarvyl acetateFL/FR
fruity
 cyclohexyl acetateFL/FR
 pineapple pentenoateFL/FR
 tropical trithianeFL/FR
 vanilla carboxylateFL/FR
green
 manzanate (Givaudan)FL/FR
3,5,5-trimethyl hexanolFL/FR
herbal
1,8-cineoleFL/FR
1,4-cineoleFL/FR
 geranic oxideFL/FR
6-hydroxydihydrotheaspirane (mixture of isomers)FL/FR
 hyssop oilFL/FR
 jambu oleoresinFL/FR
spike lavender oilFL/FR
 myrtenolFL/FR
 piperitoneFL/FR
 sabinene hydrateFL/FR
 theaspiraneFL/FR
medicinal
meta-dimethyl hydroquinoneFL/FR
mentholic
 cornmint oilFL/FR
 cornmint oil chinaFL/FR
 cornmint oil terpenelessFL/FR
dextro-neomentholFL/FR
laevo-mentholFL/FR
(±)-mentholFL/FR
dextro,laevo-mentholFL/FR
(±)-isomenthoneFL/FR
laevo-menthyl acetateFL/FR
 menthyl acetateFL/FR
 peppermint cyclohexanoneFL/FR
dextro-piperitoneFL/FR
minty
 betula lenta bark oil americaFL/FR
 cornmint oil japanFL/FR
homomentholFL/FR
(-)-menthoneFL/FR
(±)-menthoneFL/FR
homomenthyl acetateFL/FR
laevo-menthyl lactateFL/FR
 pennyroyal oilFL/FR
 pennyroyal oil fractionsFL/FR
 peppermint absoluteFL/FR
 peppermint oil americaFL/FR
 peppermint oil idahoFL/FR
 peppermint oil special fractionsFL/FR
 peppermint oil willametteFL/FR
laevo-piperitoneFL/FR
isopulegolFL/FR
(-)-isopulegolFL/FR
 spearmint oil americaFL/FR
 WS-23FL/FR
naphthyl
para-methyl anisoleFL/FR
dextro,laevo-menthone glycerine acetalFL/FR
spicy
4-carvomenthenolFL/FR
 myrtenalFL/FR
sulfurous
 mango thiolFL/FR
terpenic
 juniperus communis fruit oilFL/FR
woody
 campheneFL/FR
(+)-campheneFL/FR
 
For Flavor
 
No flavor group found for these
(+)-campheneFL/FR
camphoreous
 campheneFL/FR
 camphor tree bark oilFL/FR
(-)-alpha-fencholFL/FR
 fencholFL/FR
laevo-fenchoneFL/FR
 geranic oxideFL/FR
6-hydroxydihydrotheaspirane (mixture of isomers)FL/FR
chemical
meta-dimethyl hydroquinoneFL/FR
cooling
(2S,5R)-N-[4-(2-amino-2-oxoethyl)phenyl]-5-methyl-2-(propan-2-yl)cyclohexanecarboxamideFL
isobutyl salicylateFL/FR
4-carvomenthenolFL/FR
1,4-cineoleFL/FR
beta-homocyclocitralFL/FR
1,3-dihydroxyacetone (dimer)FL
dextro-fenchoneFL/FR
1-(2-hydroxy-4-methyl cyclohexyl) ethanoneFL
 jambu oleoresinFL/FR
spike lavender oilFL/FR
 manzanate (Givaudan)FL/FR
laevo-mentholFL/FR
isomentholFL
dextro,laevo-mentholFL/FR
laevo-menthone 1,2-glycerol ketalFL
dextro,laevo-menthone glycerine acetalFL/FR
 menthyl acetateFL/FR
homomenthyl acetateFL/FR
laevo-menthyl lactateFL/FR
monomenthyl succinateFL
2-(4-methylphenoxy)-N-(1H-pyrazol-3-yl)-N-(thiophen-2-ylmethyl)acetamideFL
 peppermint oil americaFL/FR
N-(2-(pyridin-2-yl)ethyl)-3-para-menthane carboxamideFL
 sabinene hydrateFL/FR
 theaspiraneFL/FR
 WS-12FL
 WS-3FL
 WS-5FL
earthy
 panax quinquefolius root extractFL
floral
 dihydrocarvyl acetateFL/FR
fruity
 pineapple pentenoateFL/FR
 tropical trithianeFL/FR
 vanilla carboxylateFL/FR
green
 cyclohexyl formateFL/FR
 ocimene quintoxideFL/FR
isophoroneFL
3,5,5-trimethyl hexanolFL/FR
herbal
 hyssop oilFL/FR
 juniper berry flavorFL
mentholic
 cornmint oilFL/FR
 cornmint oil terpenelessFL/FR
(±)-mentholFL/FR
dextro-neomentholFL/FR
 menthol flavorFL
 peppermint cyclohexanoneFL/FR
minty
 betula lenta bark oil americaFL/FR
1,8-cineoleFL/FR
 cornmint oil chinaFL/FR
 cornmint oil japanFL/FR
 limonene glycolFL
homomentholFL/FR
(±)-isomenthoneFL/FR
(-)-menthoneFL/FR
(±)-menthoneFL/FR
laevo-menthyl acetateFL/FR
 mint flavorFL
 myrtenalFL/FR
 myrtenolFL/FR
 pennyroyal oilFL/FR
 pennyroyal oil fractionsFL/FR
 peppermint absoluteFL/FR
 peppermint flavorFL
 peppermint oil idahoFL/FR
 peppermint oil special fractionsFL/FR
 peppermint oil willametteFL/FR
dextro-piperitoneFL/FR
laevo-piperitoneFL/FR
 piperitoneFL/FR
(-)-isopulegolFL/FR
isopulegolFL/FR
 spearmint oil americaFL/FR
 WS-23FL/FR
naphthyl
para-methyl anisoleFL/FR
solvent
 cyclohexyl acetateFL/FR
sulfurous
 mango thiolFL/FR
terpenic
 juniperus communis fruit oilFL/FR
woody
isobornyl formateFL/FR
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
N-p-benzene acetonitrile menthane carboxamide
N-p-benzeneacetonitrile menthanecarboxamide
(1R,3R,4S)-N-p-benzeneacetonitrile-menthanecarboxamide
N-p-benzeneacetonitrilementhanecarboxamide
N-para-benzeneacetonitrilementhanecarboxamide
N-[4-(cyanomethyl)phenyl]-5-methyl-2-(1-methylethyl)-cyclohexanecarboxamide
N-(4-cyanomethylphenyl)-p-menthanecarboxamide
N-(4-cyanomethylphenyl)-para-menthanecarboxamide
 cyclohexanecarboxamide,N-[4-(cyanomethyl)phenyl]-5-methyl-2-(1-methylethyl)-
 evercool 180
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