JPH05125073A - 生理的冷却効果をもつた組成物および該組成物の製造法 - Google Patents
生理的冷却効果をもつた組成物および該組成物の製造法Info
- Publication number
- JPH05125073A JPH05125073A JP4103526A JP10352692A JPH05125073A JP H05125073 A JPH05125073 A JP H05125073A JP 4103526 A JP4103526 A JP 4103526A JP 10352692 A JP10352692 A JP 10352692A JP H05125073 A JPH05125073 A JP H05125073A
- Authority
- JP
- Japan
- Prior art keywords
- composition
- ketal
- cooling effect
- formula
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/08—1,3-Dioxanes; Hydrogenated 1,3-dioxanes condensed with carbocyclic rings or ring systems
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/205—Heterocyclic compounds
- A23L27/2052—Heterocyclic compounds having oxygen or sulfur as the only hetero atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
- A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/02—Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
- C07D317/20—Free hydroxyl or mercaptan
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/72—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 spiro-condensed with carbocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/24—Thermal properties
- A61K2800/244—Endothermic; Cooling; Cooling sensation
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dermatology (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Confectionery (AREA)
Abstract
グリセリンケタールまたは3,3,5−トリメチルシク
ロヘキサノングリセリンケタール(III)を含有してい
る、生理的冷却効果をもった組成物。 〔式中、R1は−CH2−CH(CH2OH)−,−C
H2−CH(CH2CH2OH),−CH2−C(CH
3)(CH2OH)−CH2−等の、水酸基を1乃至3
個有しているC2〜6アルキレン基であり、R2,R3
はOH,NH2,ハロゲンから選ばれた置換基を1乃至
3個有するC1〜10アルキル等、あるいは両者が一緒
になってそれらが結合している炭素原子と共に5〜7員
環を形成するアルキレン基である〕 【効果】 従来から使用されている薄荷油、メントール
等に特有の強い匂いや苦味を有しない、広範な用途に適
した生理的冷却効果剤である。
Description
または粘膜に塗布した場合生理的冷却効果を生じる組成
物に関する。人に新鮮な感じを齎す効果は人の神経系の
対応するレセプターを刺激することによって生じると考
えられている。本発明はさらにこの効果を生じ得る新規
化合物に関する。
天然の化合物は疑いもなく(−)−メントールであり、
これは薄荷油[例えばメンタ・アルヴェンシス(Men
tha arvensis)]の成分である。これは例
えば歯磨き、口中洗滌剤、食品、飲料および化粧品の製
造に用いられる。しかし典型的な強い薄荷の匂いおよび
苦味が不快に感じられることも多い。
積極的な冷却効果を有する物質を見出だそうとする試み
がなされなかったわけではない。例えばドイツ特許公開
明細書第2,202,535号にはp−メンタン−3−
カルボキシアミドおよびp−メンタン−3−カルボン酸
のエステルが、ドイツ特許公開明細書第2,205,2
55号にはN−置換p−メンタン−3−カルボキシアミ
ドが、ドイツ特許公開明細書第2,317,538号に
は脂肪族アミドが、ドイツ特許公開明細書第2,33
4,985号には脂環式スルフォキシドおよびスルフォ
ンが、またドイツ特許公開明細書第2,345,156
号には脂肪族の置換フォスフィンオキシドが提案されて
いる。しかしこれらの化合物は天然には産出せず、また
人の器官で分解されて天然産の物質に変わることもな
い。従ってこのような化合物を食品に使用することには
疑問があると考えるべきである。
これらの誘導体は設定された要求に全く合致しない。例
えばドイツ特許公開明細書第2,022,364号に提
案されている炭酸l−メンチルエチルはオレンジの匂い
をもち、ドイツ特許公開明細書第2,433,165号
記載のN−アセチルグリシン酸メンチルおよびドイツ特
許公開明細書第2,339,661号記載の複素環式カ
ルボン酸のメントールエステルは苦味が強く、また米国
特許第3,830,930号記載のいくつかのメンチル
ケトエステルは長期間に亙って苦味をもち、冷却効果も
弱い。
6号には天然産のC2〜C6−ヒドロキシカルボン酸のメ
ントールエステル(これは随時そのヒドロキシル基をC
1〜C4−カルボン酸でエステル化することができる)が
記載されており、これは匂いおよび香りがなく、長期間
に亙る冷却効果をもっている。特に乳酸1−メンチルは
実用になることが判っている。しかしこの製品はアルカ
リに対して安定でなく、従ってあらゆる用途(例えば石
鹸)に適しているとは言えない。
2−ジオール(ヨーロッパ特許明細書第80,148
号)およびN−エチル−p−メンタン−3−カルボキシ
アミド(ドイツ特許公開明細書第2,205,255号
および同第2,413,639号)のような他の化合物
もすでに使用されているが、冷却効果の大きい組成物ま
たは価格/使用特性比の良好な組成物が求められてい
る。
以下のヒドロキシル基、好ましくは1−ヒドロキシル基
を有するC2〜C6−アルキレン基を表し、R2およびR3
は互いに独立に随時ヒドロキシル、アミノおよびハロゲ
ン(例えばフッ素、塩素、臭素またはヨウ素)から成る
群から選ばれる基を1〜3個置換したC1〜C10−アル
キル、またはC5〜C7−シクロアルキル、好ましくはシ
クロヘキシル、或いはC6〜C12−アリール、好ましく
はフェニルを表すが、R2およびR3はその炭素原子の全
数は3以上の基であるか、或いはR2およびR3は一緒に
なって基R2およびR3の炭素原子と共に5〜7員環を構
成するアルキレン基であり、このアルキレン基はC1〜
C6−アルキル基で置換されていることができる、のケ
タールを少なくとも1個含むことを特徴とする生理的冷
却効果をもった組成物に関する。
ピルおよびt−ブチルである。
影響を及ぼす。この基の長さが短いと、効果が直接的で
短くなり、長いと効果は遅くなるが長続きする。化粧品
工業における重要な特徴は水に対する溶解性である。基
R2およびR3が短い場合は特にそうである。
の2個の酸素原子が結合した炭素原子と共にジオキソラ
ンまたはジオキサン環をつくる1,2−および1,3−
アルキレン基である。
適な化合物Iは式
たはC1〜C6−アルキル、好ましくは水素またはC1〜
C4−アルキルを表し、mおよびnは互いに独立に0ま
たは1を表す。
の、即ち随時置換基をもつシクロヘキサノンのケタール
である。
基はメチル、イソプロピルおよびt−ブチルである。
も公知の同様な方法でつくることができる。例えばケタ
ールIは一般にケタールIのベースになるケトンを3個
以上5個以下、好ましくは3個のヒドロキシル基をもっ
た当量以上の量の脂肪族C3〜C6−アルコールと酸を触
媒として反応させることによりつくられる。一般にケタ
ールIのベースとなるケトンおよび0.5モル当量以
上、一般にこの量の1.2〜4倍、好ましくは1.5〜
3倍過剰の量のヒドロキシル基を3〜5個もったC3〜
C6−アルコールを用いる。使用できる酸触媒の例とし
てはp−トルエンスルフォン酸、燐酸または硫酸水素カ
リウムを触媒として有効な量(例えばケトン1モル当た
りp−トルエンスルフォン酸を0.1〜3g)用いる。
反応は好ましくは水と共沸混合物をつくりケタール生成
中に遊離される水を共沸混合物捕捉法により除去し得る
有機溶媒中で行うか、、または水を消費する試薬、例え
ばトリアルキルオルトエステルを用いて行う。好適な有
機溶媒はベンゼン、トルエン、キシレン、クロロフォル
ム、塩化メチレン、およびトリクロロエチレンである。
水が分離しなくなるか、またはエステル/アルコール混
合物が分離してこなくなったら、反応は完結したと見做
される。生成物を順次希薄アルカリおよび水で洗滌し、
有機相を分離して乾燥し、溶媒を分離し、適宜残留物を
例えば蒸溜により精製することが望ましい。
っていて、好ましくは
体が特に好ましい。
る。
非対称炭素原子をもっているから、光学的異性体が生じ
る。使用する原料および製造法に依存してケタールIは
光学的異性体の混合物または純粋な光学的異性体として
存在することができる。これらの異性体の冷却効果は異
なっているので、異性体のうちのどれかが好適である。
よび/または希釈剤を含んでいることができる。これら
の種類は組成物の用途によって変わる。
れるすべての目的に使用することができる。このような
冷却剤がしばしば使用される製品の例としては、チュー
インガム、噛みタバコ、タバコ、飲料、アイスクリーム
のような嗜好品、ウェーファーの製造に使用される脂
肪、医薬品組成物、ボディ・ケア製品または化粧品組成
物、、例えば歯磨き、口中洗滌剤、うがい薬、香料、粉
化粧、ローション、軟膏、オイル、クリーム、髭剃り用
発泡液、髭剃り後のローション、シャンプー等の組成物
がある。
の冷たい感覚を誘起するのに十分な量含んでいる。一般
にすぐ使用できる製品(例えば練り歯磨き、口中洗滌
剤)の重量に関し0.01〜3重量%、好ましくは0.
05〜1重量%使用される。
しない限りすべての割合は重量による。
シチュック(A.A.Svishchuk)、エヌ・カ
ー・マフノフスキー(N.K.Makhnovski
i)のN.Kh.Ukr.Khim.Zh.誌(ロシア
語版)43(2)号、173〜6頁1977年、ケミカ
ル・アブストラクツ(CA)誌87(5)号39667
u記載の化合物。
gのl−メントール(2モル)、276gのグリセリン
(3モル)および5gの硫酸水素カリウムのトルエン溶
液を加える。この混合物を水分離器中で還流させる。7
時間後42gの水が分離される。この混合物を中和して
蒸溜する。
441gの無色透明な液が蒸溜される。ガスクロマトグ
ラフによれば純度は99%以上であることが判った。N
MRスペクトルによれば得られた化合物は1,3−ジオ
キソラン環を含んでいた。
4.1°;d(25℃)= 1.0380。
タール 140gの3,3,5−トリメチルシクロヘキサノン
(1モル)、184gのグリセリン(2モル)および2
gのp−トルエンスルフォン酸のトルエン溶液の混合物
を実施例1と同様に処理する。
て235gの無色透明の液が蒸溜された。ガスクロマト
グラフによれば純度は99%以上であった。
1.0369;融点<−20℃。
ル)、529gのグリセリン(5.75モル)および4
gのp−トルエンスルフォン酸の混合物を反応容器に入
れ、次いで670gのオルト蟻酸トリメチル(6.32
モル)を滴下する。この工程中反応混合物の温度は約4
5〜50℃に上昇する。得られたメタノール/蟻酸メチ
ル混合物を大気圧下において塔底温度が100℃になる
まで蒸溜する。これを50℃に冷却し、徐々に真空をか
け、この混合物を高真空下で精溜する。全体:716
g;n20 D = 1.4439;d(25℃)= 1.02
94。
%であることが判った。
た。
り、実施例9は冷却効果をもたない物質を示す。
ル(7−イソプロピル−3,10−ジメチル−1,5−
ジオキサスピロ[5,5]ウンデカン−3−メタノー
ル)1−メントンおよび1,1,1−トリメチロールエ
タンを実施例1と同様の方法で反応させた。無色透明な
高粘性の油が得られた。その性質は下記のとおりであっ
た。
=1.4833;α25 D = −27.3゜ 実施例 11 1−メントン1,1,1−トリメチロールプロパンケタ
ノール(3−エチル−7−イソプロピル−10−メチル
−1,5−ジオキサスピロ[5,5]ウンデカン−3−
メタノール)1−メントンおよび1,1,1−トリメチ
ロールプロパンを実施例1と同様の方法で反応させた。
無色透明の高粘性の油が得られた。その性質は下記のと
おりであった。
=1.4850;α25 D = −29.1゜ 実施例 12 1−メントン1,2,4−ブタントリオールケタール
(6−イソプロピル−9−メチル−1,4−ジオキサス
ピロ[4,5]−デカン−2−エタノール)1−メント
ンおよび1,2,4−ブタントリオールを実施例1と同
様の方法で反応させた。
る。 1.式
以下のヒドロキシル基を有するC2〜C6−アルキレン基
を表し、R2およびR3は互いに独立に随時ヒドロキシ
ル、アミノおよびハロゲンから成る群から選ばれる基を
1〜3個置換したC1〜C10−アルキル、またはC5〜C
7−シクロアルキル、或いはC6〜C12−アリールを表す
が、R2およびR3はその炭素原子の全数は3以上の基で
あるか、或いはR2およびR3は一緒になって基R2およ
びR3の炭素原子と共に5〜7員環を構成するアルキレ
ン基であり、このアルキレン基はC1〜C6−アルキル基
で置換されていることができる、のケタールを少なくと
も1個含む生理的冷却効果をもった組成物。
レン基を表す上記第1項記載の組成物。
たはC1〜C6−アルキルであり、mおよびnは互いに独
立に0または1である、をもつ一つである上記第1項記
載の組成物。
の組成物。
ある、の化合物。
ノングリセリンケタール。
るために上記第1項記載の式(I)の化合物を使用する
方法。
Claims (4)
- 【請求項1】 式 【化1】 但し式中R1は少なくとも1個以上、3個以下のヒドロ
キシル基を有するC2〜C6−アルキレン基を表し、 R2およびR3は互いに独立に随時ヒドロキシル、アミノ
およびハロゲンから成る群から選ばれる基を1〜3個置
換したC1〜C10−アルキル、 またはC5〜C7−シクロアルキル、或いはC6〜C12−
アリールを表すが、R2およびR3はその炭素原子の全数
は3以上の基であるか、 或いはR2およびR3は一緒になって基R2およびR3の炭
素原子と共に5〜7員環を構成するアルキレン基であ
り、このアルキレン基はC1〜C6−アルキル基で置換さ
れていることができる、のケタールを少なくとも1個含
むことを特徴とする生理的冷却効果をもった組成物。 - 【請求項2】 式 【化2】 但し式中R1は特許請求の範囲第1項の定義の通りであ
る、の化合物。 - 【請求項3】 3,3,5−トリメチルシクロヘキサノ
ングリセリンケタール。 - 【請求項4】 人の皮膚または粘膜に冷却効果を与える
ために特許請求の範囲第1項記載の式(I)の化合物を
使用することを特徴とする方法。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4110973A DE4110973A1 (de) | 1991-04-05 | 1991-04-05 | Mittel mit physiologischem kuehleffekt und fuer diese mittel geeignete wirksame verbindungen |
DE4110973.2 | 1991-04-05 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH05125073A true JPH05125073A (ja) | 1993-05-21 |
JP3071030B2 JP3071030B2 (ja) | 2000-07-31 |
Family
ID=6428853
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP4103526A Expired - Lifetime JP3071030B2 (ja) | 1991-04-05 | 1992-03-30 | 生理的冷却効果をもつた組成物および該組成物の製造法 |
Country Status (10)
Country | Link |
---|---|
US (1) | US5266592A (ja) |
EP (1) | EP0507190B1 (ja) |
JP (1) | JP3071030B2 (ja) |
AT (1) | ATE123936T1 (ja) |
AU (1) | AU653999B2 (ja) |
CA (1) | CA2064918A1 (ja) |
DE (2) | DE4110973A1 (ja) |
DK (1) | DK0507190T3 (ja) |
ES (1) | ES2073205T3 (ja) |
IE (1) | IE67879B1 (ja) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102844386A (zh) * | 2009-11-20 | 2012-12-26 | 西姆莱斯股份公司 | 生理学清凉的活性成分以及含有这类活性成分的物质的用途 |
WO2016153011A1 (ja) * | 2015-03-25 | 2016-09-29 | 高砂香料工業株式会社 | メチルメントール誘導体およびそれを含有する冷感剤組成物 |
US11434220B2 (en) | 2017-08-31 | 2022-09-06 | Basf Se | Use of physiological cooling active ingredients, and compositions comprising such active ingredients |
Families Citing this family (271)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2078457T3 (es) * | 1990-11-06 | 1995-12-16 | Wrigley W M Jun Co | Sabores mejorados usando cetales de mentona. |
US5348750A (en) * | 1990-11-06 | 1994-09-20 | Wm. Wrigley Jr. Company | Enhanced flavors using menthone ketals |
BR9306371A (pt) * | 1992-05-18 | 1998-06-30 | Procter & Gamble | Composições refrescantes |
AU4530493A (en) * | 1992-06-17 | 1994-01-04 | Procter & Gamble Company, The | Coolant compositions with reduced stinging |
US5602178A (en) * | 1994-11-14 | 1997-02-11 | Ciba-Geigy Corporation | Bath products containing menthyl lactate |
US5681298A (en) * | 1994-12-22 | 1997-10-28 | Kimberly-Clark Worldwide, Inc. | Toilet training aid creating a temperature change |
US5649914A (en) * | 1994-12-22 | 1997-07-22 | Kimberly-Clark Corporation | Toilet training aid |
US6126953A (en) * | 1996-08-19 | 2000-10-03 | The Procter & Gamble Company | Fragrance delivery systems for personal care articles |
US6093691A (en) * | 1996-08-19 | 2000-07-25 | The Procter & Gamble Company | Rinse added fabric softening compositions and method of use for the delivery of fragrance derivatives |
US6150310A (en) * | 1996-08-19 | 2000-11-21 | The Procter & Gamble Company | Laundry detergent compositions comprising β-ketoester pro-fragrances |
US6100233A (en) * | 1996-08-19 | 2000-08-08 | The Procter & Gamble Company | Odor control compositions comprising β-ketoester pro-fragrances |
CN1233282A (zh) | 1996-08-19 | 1999-10-27 | 普罗格特-甘布尔公司 | 包含β-酮酯香料前体的洗衣洗涤剂组合物 |
DE69832972T2 (de) | 1997-04-24 | 2006-09-07 | The Procter & Gamble Company, Cincinnati | Toilettenartikel enthaltend orthokarbonatriechstoffvorläufer |
US6087322A (en) * | 1997-04-24 | 2000-07-11 | The Procter & Gamble Company | Fragrance pro-accords |
EP0991615B1 (en) | 1997-06-27 | 2002-08-14 | The Procter & Gamble Company | Pro-fragrance linear acetals and ketals |
US6083892A (en) * | 1997-08-19 | 2000-07-04 | The Procter & Gamble Company | Automatic dishwashing detergents comprising β-ketoester pro-fragrances |
US6627233B1 (en) * | 1997-09-18 | 2003-09-30 | Wm. Wrigley Jr. Company | Chewing gum containing physiological cooling agents |
CA2303828C (en) | 1997-09-18 | 2005-08-09 | Wm. Wrigley Jr. Company | Chewing gum containing physiological cooling agents |
US6455080B1 (en) * | 1997-12-29 | 2002-09-24 | Wm. Wrigley Jr., Company | Chewing gum containing controlled release acyclic carboxamide and method of making |
AU9757398A (en) † | 1997-11-27 | 1999-06-16 | Firmenich S.A. | Novel compounds derived from menthol and use as refreshing agent |
SG71877A1 (en) | 1997-12-19 | 2000-04-18 | Johnson & Johnson Consumer | Novel powder compositions |
US7588793B1 (en) | 1998-06-05 | 2009-09-15 | Cadbury Adams Usa, Llc | Enhanced flavoring compositions containing N-ethyl-p-menthane-3-carboxamide and method of making and using same |
US20010018579A1 (en) | 1998-12-18 | 2001-08-30 | Walter Klemp | Disposable absorbent garment having stretchable side waist regions |
CA2361046A1 (en) * | 1999-02-02 | 2000-08-10 | Avon Products, Inc. | Methods for alleviating discomfort of a hot flash and compositions therefor |
ATE341224T1 (de) | 1999-03-31 | 2006-10-15 | Firmenich & Cie | Verwendung von cubebol als aromastoff |
DE10012949A1 (de) * | 2000-03-16 | 2001-09-27 | Henkel Kgaa | Kieselsäureester-Mischungen |
US8512718B2 (en) | 2000-07-03 | 2013-08-20 | Foamix Ltd. | Pharmaceutical composition for topical application |
US6303817B1 (en) | 2000-08-10 | 2001-10-16 | International Flavors & Fragrances Inc. | Method for making amides |
US20040082654A1 (en) * | 2001-04-17 | 2004-04-29 | The Procter & Gamble Company | Cooling compositons |
US8273367B2 (en) * | 2001-04-17 | 2012-09-25 | The Procter And Gamble Company | Articles comprising a mint odor-free cooling agent |
ATE454173T1 (de) * | 2001-04-17 | 2010-01-15 | Procter & Gamble | Saugfähiger einwegartikel mit einem wirkstoff zur übertragung einer sensation |
US6972010B2 (en) * | 2001-04-17 | 2005-12-06 | The Procter & Gamble Company | Absorbent article comprising an agent able to convey a perception to the wearer, without the need to create the external condition perceived |
EP1250941A1 (en) * | 2001-04-17 | 2002-10-23 | The Procter & Gamble Company | Articles comprising a mint odor-free cooling agent |
US6642427B2 (en) * | 2001-05-14 | 2003-11-04 | The Procter & Gamble Company | Wearable article having a temperature change element |
US20050222546A1 (en) * | 2004-04-01 | 2005-10-06 | The Procter & Gamble Company | Disposable absorbent article having refastenable side seams and a wetness sensation member |
US8445743B2 (en) * | 2001-11-26 | 2013-05-21 | The Procter & Gamble Company | Wearable article enhancing awareness of urination |
US6627786B2 (en) * | 2001-11-26 | 2003-09-30 | The Procter & Gamble Company | Wearable article having a wetness sensation member |
US20030139291A1 (en) * | 2001-12-04 | 2003-07-24 | Kimberly-Clark Worldwide, Inc. | Absorbent composites having cooling effect |
IL152486A0 (en) | 2002-10-25 | 2003-05-29 | Meir Eini | Alcohol-free cosmetic and pharmaceutical foam carrier |
US8900554B2 (en) | 2002-10-25 | 2014-12-02 | Foamix Pharmaceuticals Ltd. | Foamable composition and uses thereof |
US10117812B2 (en) | 2002-10-25 | 2018-11-06 | Foamix Pharmaceuticals Ltd. | Foamable composition combining a polar solvent and a hydrophobic carrier |
US20080138296A1 (en) | 2002-10-25 | 2008-06-12 | Foamix Ltd. | Foam prepared from nanoemulsions and uses |
US9668972B2 (en) | 2002-10-25 | 2017-06-06 | Foamix Pharmaceuticals Ltd. | Nonsteroidal immunomodulating kit and composition and uses thereof |
US7704518B2 (en) | 2003-08-04 | 2010-04-27 | Foamix, Ltd. | Foamable vehicle and pharmaceutical compositions thereof |
US9211259B2 (en) | 2002-11-29 | 2015-12-15 | Foamix Pharmaceuticals Ltd. | Antibiotic kit and composition and uses thereof |
US7700076B2 (en) | 2002-10-25 | 2010-04-20 | Foamix, Ltd. | Penetrating pharmaceutical foam |
US8486376B2 (en) | 2002-10-25 | 2013-07-16 | Foamix Ltd. | Moisturizing foam containing lanolin |
US7820145B2 (en) | 2003-08-04 | 2010-10-26 | Foamix Ltd. | Oleaginous pharmaceutical and cosmetic foam |
US9265725B2 (en) | 2002-10-25 | 2016-02-23 | Foamix Pharmaceuticals Ltd. | Dicarboxylic acid foamable vehicle and pharmaceutical compositions thereof |
ES2532906T5 (es) | 2002-10-25 | 2022-03-23 | Foamix Pharmaceuticals Ltd | Espuma cosmética y farmacéutica |
US8592361B2 (en) | 2002-11-25 | 2013-11-26 | Colgate-Palmolive Company | Functional fragrance precursor |
US7575739B2 (en) | 2003-04-28 | 2009-08-18 | Foamix Ltd. | Foamable iodine composition |
ATE480211T1 (de) * | 2003-05-19 | 2010-09-15 | Procter & Gamble | Flüchtiges material enthaltender absobierender hygieneartikel mit sperrschichtverpackung |
US7250548B2 (en) * | 2003-06-16 | 2007-07-31 | Kimberly-Clark Worldwide, Inc. | Absorbent article with temperature change member disposed on the outer cover and between absorbent assembly portions |
US20040254550A1 (en) * | 2003-06-16 | 2004-12-16 | Kimberly-Clark Worldwide, Inc. | Temperature change element for use in personal care products |
US8486374B2 (en) | 2003-08-04 | 2013-07-16 | Foamix Ltd. | Hydrophilic, non-aqueous pharmaceutical carriers and compositions and uses |
US8795693B2 (en) | 2003-08-04 | 2014-08-05 | Foamix Ltd. | Compositions with modulating agents |
EP1663962A4 (en) | 2003-08-22 | 2007-08-22 | Dendreon Corp | COMPOSITIONS AND METHODS FOR TREATING A DISEASE ASSOCIATED WITH TRP-P8 EXPRESSION |
US7025997B2 (en) | 2003-09-24 | 2006-04-11 | International Flavors & Fragrances Inc. | Coolant plant extract compositions containing monomenthyl succinate |
US7767876B2 (en) * | 2003-10-30 | 2010-08-03 | The Procter & Gamble Company | Disposable absorbent article having a visibly highlighted wetness sensation member |
US8597703B2 (en) | 2005-05-23 | 2013-12-03 | Kraft Foods Global Brands Llc | Delivery system for active components as part of an edible composition including a ratio of encapsulating material and active component |
US8591974B2 (en) * | 2003-11-21 | 2013-11-26 | Kraft Foods Global Brands Llc | Delivery system for two or more active components as part of an edible composition |
US8591973B2 (en) | 2005-05-23 | 2013-11-26 | Kraft Foods Global Brands Llc | Delivery system for active components and a material having preselected hydrophobicity as part of an edible composition |
US8389032B2 (en) | 2005-05-23 | 2013-03-05 | Kraft Foods Global Brands Llc | Delivery system for active components as part of an edible composition having selected particle size |
US8591972B2 (en) | 2005-05-23 | 2013-11-26 | Kraft Foods Global Brands Llc | Delivery system for coated active components as part of an edible composition |
US8591968B2 (en) | 2005-05-23 | 2013-11-26 | Kraft Foods Global Brands Llc | Edible composition including a delivery system for active components |
US20050112236A1 (en) | 2003-11-21 | 2005-05-26 | Navroz Boghani | Delivery system for active components as part of an edible composition having preselected tensile strength |
US9271904B2 (en) | 2003-11-21 | 2016-03-01 | Intercontinental Great Brands Llc | Controlled release oral delivery systems |
US20050137166A1 (en) * | 2003-12-19 | 2005-06-23 | Alcon, Inc. | Use of cooling agents to relieve mild ocular irritation and enhance comfort |
US8097271B2 (en) * | 2004-08-11 | 2012-01-17 | Kraft Foods Global Brands Llc | Warming compositions and delivery systems therefor |
US7955630B2 (en) | 2004-09-30 | 2011-06-07 | Kraft Foods Global Brands Llc | Thermally stable, high tensile strength encapsulated actives |
US20070148284A1 (en) | 2004-08-25 | 2007-06-28 | Cadbury Adams Usa Llc. | Liquid-filled chewing gum |
US7956235B2 (en) | 2004-12-29 | 2011-06-07 | Kimberly-Clark Worldwide, Inc. | Absorbent article featuring a temperature change member |
US8129582B2 (en) * | 2004-12-29 | 2012-03-06 | Kimberly-Clark Worldwide, Inc. | Absorbent article featuring a temperature change member |
US20060142716A1 (en) * | 2004-12-29 | 2006-06-29 | Kimberly-Clark Worldwide, Inc. | Absorbent article featuring a non-abrasive temperature change member |
US20060142713A1 (en) * | 2004-12-29 | 2006-06-29 | Long Andrew M | Absorbent article featuring a temperature change member |
KR20070102674A (ko) | 2005-01-04 | 2007-10-19 | 테이코쿠 팔마 유에스에이, 인코포레이티드 | 국소 냉감제 패치 조성물 |
US9198448B2 (en) | 2005-02-07 | 2015-12-01 | Intercontinental Great Brands Llc | Stable tooth whitening gum with reactive ingredients |
EP1716837B1 (en) | 2005-02-28 | 2017-06-07 | The Procter & Gamble Company | Use of a volatile cooling sensate on fibrous tissues to provide a sensation of rhinological decongestion |
US7632978B2 (en) | 2005-04-29 | 2009-12-15 | Kimberly-Clark Worldwide, Inc. | Absorbent article featuring an endothermic temperature change member |
CN101179943B (zh) | 2005-05-23 | 2013-06-26 | 卡夫食品环球品牌有限责任公司 | 填充液体的咀嚼型胶基糖组合物 |
US7851005B2 (en) | 2005-05-23 | 2010-12-14 | Cadbury Adams Usa Llc | Taste potentiator compositions and beverages containing same |
MX349340B (es) | 2005-05-23 | 2017-07-24 | Intercontinental Great Brands Llc | Composiciones potenciadoras del sabor y bebidas que contienen las mismas. |
ES2717185T3 (es) | 2005-05-23 | 2019-06-19 | Intercontinental Great Brands Llc | Composición de confitería que incluye un componente elastomérico y un componente sacárido cocinado |
US7851006B2 (en) | 2005-05-23 | 2010-12-14 | Cadbury Adams Usa Llc | Taste potentiator compositions and beverages containing same |
PL1919462T3 (pl) | 2005-05-23 | 2019-01-31 | Intercontinental Great Brands Llc | Kompozycja gumy do żucia z nadzieniem |
EP1906746A4 (en) | 2005-05-23 | 2011-09-21 | Cadbury Adams Usa Llc | LIQUID FEEDING GUM MACHINE COMPOSITION |
US20060280852A1 (en) * | 2005-05-27 | 2006-12-14 | Cadbury Adams Usa Llc. | Vanilla-flavored compositions and delivery systems therefor |
WO2006130733A2 (en) * | 2005-06-01 | 2006-12-07 | Cadbury Adams Usa Llc | Interconnected confectionery products and method of making and marketing same |
WO2006134013A1 (en) * | 2005-06-14 | 2006-12-21 | Symrise Gmbh & Co. Kg | Mixtures comprising anthranilic acid amides and cooling agents as cosmetic and pharmaceutical compositions for alleviating itching |
AU2006279716B2 (en) * | 2005-08-12 | 2010-04-22 | Intercontinental Great Brands Llc | Mouth-moistening compositions, delivery systems containing same and methods of making same |
US8263143B2 (en) * | 2005-08-22 | 2012-09-11 | Kraft Foods Global Brands Llc | Degradable chewing gum |
US8287928B2 (en) * | 2005-08-22 | 2012-10-16 | Kraft Foods Global Brands Llc | Degradable chewing gum |
US8268371B2 (en) | 2005-08-22 | 2012-09-18 | Kraft Foods Global Brands Llc | Degradable chewing gum |
US8282971B2 (en) | 2005-08-22 | 2012-10-09 | Kraft Foods Global Brands Llc | Degradable chewing gum |
US20070077331A1 (en) * | 2005-10-05 | 2007-04-05 | Cadbury Adams Usa Llc. | Cooling compositions |
US20070221236A1 (en) * | 2005-10-05 | 2007-09-27 | Cadbury Adams Usa Llc. | Cooling compositions including menthyl esters |
US20070083173A1 (en) * | 2005-10-07 | 2007-04-12 | Kimberly-Clark Worldwide, Inc. | Absorbent article featuring a temperature change member |
US7297835B2 (en) * | 2005-10-07 | 2007-11-20 | Kimberly-Clark Worldwide, Inc. | Absorbent article featuring a temperature change member |
KR20080035637A (ko) * | 2005-10-24 | 2008-04-23 | 테이코쿠 팔마 유에스에이, 인코포레이티드 | 엔,2,3-트리메틸-2-이소프로필부타미드의 국소 통증 경감조성물 및 그의 사용 방법 |
PL1954140T3 (pl) | 2005-11-22 | 2013-08-30 | Segetis Inc | Ketale lewulinianu glicerolu i ich zastosowanie |
US7432413B2 (en) | 2005-12-16 | 2008-10-07 | The Procter And Gamble Company | Disposable absorbent article having side panels with structurally, functionally and visually different regions |
CN101346073B (zh) | 2005-12-23 | 2013-02-13 | 卡夫食品环球品牌有限责任公司 | 提供基本上类似于由薄荷醇提供的感觉的组合物 |
EP1973422B1 (en) * | 2005-12-23 | 2014-06-11 | Intercontinental Great Brands LLC | Compositions providing a heating sensation for oral or dermal delivery |
US20070178123A1 (en) * | 2006-01-27 | 2007-08-02 | Deborah Levenson | Flavor-enhancing compositions, method of manufacture, and methods of use |
EP1986622B1 (en) | 2006-02-15 | 2013-10-02 | Dendreon Corporation | Small-molecule modulators of trp-p8 activity |
US7772266B2 (en) * | 2006-02-15 | 2010-08-10 | Dendreon Corporation | Small-molecule modulators of TRP-P8 activity |
WO2007095939A1 (en) * | 2006-02-20 | 2007-08-30 | Gumlink A/S | RESlN ENCAPSULATED FOOD ACID |
US8664467B2 (en) | 2006-03-31 | 2014-03-04 | The Procter & Gamble Company | Absorbent articles with feedback signal upon urination |
US8491558B2 (en) | 2006-03-31 | 2013-07-23 | The Procter & Gamble Company | Absorbent article with impregnated sensation material for toilet training |
US8057450B2 (en) | 2006-03-31 | 2011-11-15 | The Procter & Gamble Company | Absorbent article with sensation member |
US8133476B2 (en) | 2006-04-05 | 2012-03-13 | Cadbury Adams Usa Llc | Calcium phosphate complex and salts in oral delivery systems |
US20070275129A1 (en) * | 2006-04-21 | 2007-11-29 | Cadbury Adams Usa Llc | Coating compositions, confectionery and chewing gum compositions and methods |
ES2462925T3 (es) * | 2006-06-14 | 2014-05-26 | Symrise Ag | Compuestos con efecto antimicrobiano para el tratamiento de fetidez oral |
MX2008016375A (es) | 2006-06-28 | 2009-01-19 | Cadbury Adams Usa Llc | Un proceso para fabricar un sistema de distribucion para componentes activos como parte de una composicion comestible. |
US20090246327A1 (en) * | 2006-08-17 | 2009-10-01 | Gumlink A/S | Resin encapsulated high intensity sweetener |
US8319004B2 (en) * | 2006-08-17 | 2012-11-27 | Kimberly-Clark Worldwide, Inc. | Training article for delivering unique sensations |
JP4728428B2 (ja) * | 2006-09-27 | 2011-07-20 | キャドバリー アダムス ユーエスエー エルエルシー | 冷感菓子及び飲料 |
US20080260655A1 (en) | 2006-11-14 | 2008-10-23 | Dov Tamarkin | Substantially non-aqueous foamable petrolatum based pharmaceutical and cosmetic compositions and their uses |
US20080166449A1 (en) | 2006-11-29 | 2008-07-10 | Cadbury Adams Usa Llc | Confectionery compositions including an elastomeric component and a saccharide component |
CN102871802B (zh) | 2006-12-04 | 2016-06-01 | 宝洁公司 | 包括图形的吸收制品 |
US7875066B2 (en) | 2006-12-11 | 2011-01-25 | Kimberly-Clark Worldwide, Inc. | Thermal grill for heating articles |
GB0703525D0 (en) * | 2007-02-23 | 2007-04-04 | Cadbury Schweppes Plc | Method of making sweetner compositions |
GB0703524D0 (en) * | 2007-02-23 | 2007-04-04 | Cadbury Schweppes Plc | Improved sweetener compositions |
US20080213440A1 (en) | 2007-03-01 | 2008-09-04 | Cadbury Adams Usa Llc | Non-Aldehyde Cinnamon Flavor and Delivery Systems Therefor |
US20090017080A1 (en) * | 2007-03-15 | 2009-01-15 | Paul Robert Tanner | Personal care kit having skin care compositions with a readily perceptible difference |
WO2008122286A1 (en) * | 2007-04-04 | 2008-10-16 | Gumlink A/S | Center-filled chewing gum product for dental care |
US8338659B2 (en) * | 2007-04-30 | 2012-12-25 | Kimberly-Clark Worldwide, Inc. | Absorbent article featuring leakage warning |
GB0713297D0 (en) | 2007-07-10 | 2007-08-15 | Cadbury Schweppes Plc | Chocolate compositions having improved flavour characteristics |
GB0715226D0 (en) * | 2007-08-01 | 2007-09-12 | Cadbury Schweppes Plc | Sweetener compositions |
US8636982B2 (en) | 2007-08-07 | 2014-01-28 | Foamix Ltd. | Wax foamable vehicle and pharmaceutical compositions thereof |
ES2395682T3 (es) | 2007-08-20 | 2013-02-14 | Symrise Ag | Derivados de ácido oxálico y su uso como principios activos refrescantes fisiológicos |
CN104478844B (zh) | 2007-10-09 | 2018-12-04 | Gf 生物化学知识产权资产有限公司 | 制备缩酮和乙缩醛的方法 |
GB0720516D0 (en) * | 2007-10-18 | 2007-11-28 | Cadbury Schweppes Plc | Comestible products |
WO2009061871A1 (en) * | 2007-11-09 | 2009-05-14 | The Hershey Company | Multi-layered fondant containing chewing gum |
EP2222183A4 (en) * | 2007-11-20 | 2014-02-19 | Intercontinental Great Brands Llc | DOUBLE COATED CONFECTIONERY PRODUCT |
AU2008329845B2 (en) * | 2007-11-29 | 2012-08-23 | Intercontinental Great Brands Llc | Multi-region chewing gum with actives |
CA2704267C (en) * | 2007-11-29 | 2015-01-20 | Cadbury Adams Usa Llc | Particulate coating processing |
WO2009069006A2 (en) | 2007-11-30 | 2009-06-04 | Foamix Ltd. | Foam containing benzoyl peroxide |
WO2009072007A2 (en) | 2007-12-07 | 2009-06-11 | Foamix Ltd. | Carriers, formulations, methods for formulating unstable active agents for external application and uses thereof |
US8518376B2 (en) | 2007-12-07 | 2013-08-27 | Foamix Ltd. | Oil-based foamable carriers and formulations |
US8134042B2 (en) | 2007-12-14 | 2012-03-13 | Kimberly-Clark Worldwide, Inc. | Wetness sensors |
US20090162475A1 (en) * | 2007-12-21 | 2009-06-25 | Cadbury Adams Usa Llc | Gum Structure Mixing Systems And Methods |
EP2242476A2 (en) | 2008-01-14 | 2010-10-27 | Foamix Ltd. | Poloxamer foamable pharmaceutical compositions with active agents and/or therapeutic cells and uses |
MX345970B (es) | 2008-02-27 | 2017-02-28 | Intercontinental Great Brands Llc | Confiteria de regiones multiples. |
CN102083321A (zh) | 2008-05-02 | 2011-06-01 | 吉百利亚当斯美国有限责任公司 | 不含食糖的异麦芽酮糖醇糖食及其制作方法 |
US8044258B2 (en) * | 2008-06-27 | 2011-10-25 | Kimberly-Clark Worldwide, Inc. | Absorbent article featuring leakage warning |
US7924142B2 (en) | 2008-06-30 | 2011-04-12 | Kimberly-Clark Worldwide, Inc. | Patterned self-warming wipe substrates |
MX2011001724A (es) * | 2008-08-15 | 2011-03-21 | Procter & Gamble | Sintesis de derivados de ciclohexano utiles como agentes de sensacion en productos de consumo. |
MX2011001725A (es) * | 2008-08-15 | 2011-03-21 | Procter & Gamble | Solucion en mentano carboxamida para usar en productos de consumo. |
GB0817366D0 (en) * | 2008-09-23 | 2008-10-29 | Cadbury Uk Ltd | Confectionery and methods of production thereof |
GB0817370D0 (en) * | 2008-09-23 | 2008-10-29 | Cadbury Uk Ltd | Chewing gum and methods of production thereof |
GB0817368D0 (en) * | 2008-09-23 | 2008-10-29 | Cadbury Uk Ltd | Confectionery and methods of production thereof |
GB0817369D0 (en) * | 2008-09-23 | 2008-10-29 | Cadbury Uk Ltd | Confectionery and methods of production thereof |
GB0817367D0 (en) | 2008-09-23 | 2008-10-29 | Cadbury Uk Ltd | Confectionery and methods of production thereof |
CN102239156B (zh) | 2008-09-25 | 2014-10-15 | 塞格提斯有限公司 | 缩酮酯衍生物 |
US20100129489A1 (en) * | 2008-11-12 | 2010-05-27 | Bharani Ashokan | Sensate-plated sanding composition and products made therefrom |
AU2009318056B2 (en) | 2008-11-20 | 2014-07-24 | The Procter & Gamble Company | Personal care compositions providing enhanced cooling sensation |
US9700064B2 (en) * | 2008-11-28 | 2017-07-11 | Intercontinental Great Brands Llc | Non-chewing gum confectionery composition |
US20100152689A1 (en) | 2008-12-15 | 2010-06-17 | Andrew Mark Long | Physical sensation absorbent article |
CA2749133C (en) | 2009-01-15 | 2016-08-30 | Kraft Foods Global Brands Llc | Compositions and methods for the treatment of throat discomfort |
CN104431264A (zh) | 2009-01-22 | 2015-03-25 | 洲际大品牌有限责任公司 | 糖食加工 |
CA2760186C (en) | 2009-04-28 | 2019-10-29 | Foamix Ltd. | Foamable vehicle and pharmaceutical compositions comprising aprotic polar solvents and uses thereof |
KR101808867B1 (ko) | 2009-06-22 | 2018-01-18 | 세게티스, 인코포레이티드. | 케탈 화합물 및 이의 용도 |
CA2769677A1 (en) | 2009-07-29 | 2011-02-03 | Foamix Ltd. | Non surface active agent non polymeric agent hydro-alcoholic foamable compositions, breakable foams and their uses |
CA2769625C (en) | 2009-07-29 | 2017-04-11 | Foamix Ltd. | Non surfactant hydro-alcoholic foamable compositions, breakable foams and their uses |
US8871184B2 (en) | 2009-10-02 | 2014-10-28 | Foamix Ltd. | Topical tetracycline compositions |
US9849142B2 (en) | 2009-10-02 | 2017-12-26 | Foamix Pharmaceuticals Ltd. | Methods for accelerated return of skin integrity and for the treatment of impetigo |
MX2012004126A (es) | 2009-10-08 | 2012-07-20 | Kraft Foods Global Brands Llc | Metodos y aparato para goma y caramelo en capas co-extrudido. |
PL2316279T3 (pl) * | 2009-10-30 | 2014-03-31 | Intercontinental Great Brands Llc | Bezcukrowy wyrób cukierniczy, sposoby jego wytwarzania oraz zastosowanie do wytwarzania wielowarstwowych wyrobów cukierniczych |
WO2011084760A2 (en) | 2009-12-21 | 2011-07-14 | Kraft Foods Global Brands Llc | Particulate coating compositions, coated confectionery, and methods of making the same |
ES2739698T3 (es) | 2010-01-21 | 2020-02-03 | Intercontinental Great Brands Llc | Método de conformación y dimensionado de goma de mascar |
GB201004890D0 (en) | 2010-03-23 | 2010-05-05 | Cadbury Uk Ltd | Confectionery product containing active and/or reactive components and methods of production thereof |
ES2577928T3 (es) | 2010-05-03 | 2016-07-19 | Intercontinental Great Brands Llc | Goma de mascar natural que incluye materiales de celulosa |
KR20130102460A (ko) | 2010-05-10 | 2013-09-17 | 세게티스, 인코포레이티드. | 알킬 케탈 에스터를 함유하는 퍼스널 케어 조제물 및 제조방법 |
PL2575493T3 (pl) | 2010-06-02 | 2016-06-30 | Intercontinental Great Brands Llc | Kompozycja cukiernicza i wyrób |
WO2011163152A1 (en) | 2010-06-25 | 2011-12-29 | Kraft Foods Global Brands Llc | Enhanced release of lipophilic ingredients from chewing gum with hydrocolloids |
AU2011279823A1 (en) | 2010-07-19 | 2013-02-07 | The Procter & Gamble Company | Compositions comprising derivatives of essential oil compounds and use in personal care products |
EP2597967B1 (en) | 2010-07-30 | 2015-05-06 | Intercontinental Great Brands LLC | A delivery system for active components as part of an edible composition |
EP2601184B1 (en) | 2010-08-03 | 2015-12-16 | Segetis, Inc. | Methods for the manufacture of ketals |
BR112013002991A2 (pt) | 2010-08-12 | 2016-08-16 | Segetis Inc | composições de revestimento de látex incluindo carboxiéster cetal coalescentes, métodos de fabricação e usos dos mesmos |
AU2011289224B2 (en) | 2010-08-12 | 2015-04-16 | Gfbiochemicals Limited | Carboxy ester ketal removal compositions, methods of manufacture, and uses thereof |
US8632612B2 (en) | 2010-09-07 | 2014-01-21 | Segetis, Inc. | Compositions for dyeing keratin fibers |
MX2013002601A (es) | 2010-09-09 | 2013-04-03 | Kraft Foods Global Brands Llc | Composiciones de goma de mascar que proporcionan perfiles de liberacion de sabor. |
WO2012037122A2 (en) | 2010-09-13 | 2012-03-22 | Segetis, Inc. | Fabric softener compositions and methods of manufacture thereof |
CA2813334C (en) | 2010-10-01 | 2017-03-14 | The Procter & Gamble Company | Oral care compositions with improved flavor |
CN103154158B (zh) | 2010-10-18 | 2017-04-05 | Gf生化有限公司 | 包含羧基酯缩酮的水可稀释型涂料组合物、其生产方法和用途 |
ES2707295T3 (es) | 2011-02-14 | 2019-04-03 | Intercontinental Great Brands Llc | Producto de confitería con múltiples sabores y texturas |
EP2677878B1 (en) | 2011-02-23 | 2016-02-17 | Intercontinental Great Brands LLC | Flavor pre-blends for chewing gum, methods of making flavor pre-blends and chewing gum compositions thereof |
JP2014510525A (ja) | 2011-03-11 | 2014-05-01 | インターコンチネンタル グレート ブランズ エルエルシー | 多層菓子の形成システムおよび形成方法 |
ES2656944T3 (es) | 2011-04-29 | 2018-03-01 | Intercontinental Great Brands Llc | Ácido encapsulado, método de preparación del mismo, y goma de mascar que lo comprende |
CN103930167A (zh) | 2011-06-13 | 2014-07-16 | 宝洁公司 | 包含二酰氨基胶凝剂的个人护理组合物和使用方法 |
WO2012174091A2 (en) | 2011-06-13 | 2012-12-20 | The Procter & Gamble Company | PERSONAL CARE COMPOSITIONS COMPRISING A pH TUNEABLE GELLANT AND METHODS OF USING |
EP2720666B1 (en) | 2011-06-20 | 2019-03-20 | The Procter and Gamble Company | Personal care compositions comprising shaped abrasive particles |
MX2014000819A (es) | 2011-07-21 | 2014-02-27 | Intercontinental Great Brands Llc | Conformacion y enfriamiento de goma avanzados. |
CN103857293A (zh) | 2011-07-21 | 2014-06-11 | 洲际大品牌有限责任公司 | 用于形成咀嚼型胶基糖的方法 |
BR112014001304A2 (pt) | 2011-07-21 | 2017-02-14 | Intercontinental Great Brands Llc | formação de goma avançada |
US20130042482A1 (en) | 2011-08-16 | 2013-02-21 | Valerie Jean Bradford | Skin Engaging Member Comprising An Anti-Irritation Agent |
BR112014004274A2 (pt) | 2011-09-01 | 2017-01-10 | Procter & Gamble | composições para tratamento bucal com reologia aprimorada |
ES2861268T3 (es) | 2011-09-20 | 2021-10-06 | Basf Se | Moduladores de bajo peso molecular del receptor de mentol frío TRPM8 y su uso |
JP2013195289A (ja) | 2012-03-21 | 2013-09-30 | Takasago Internatl Corp | 感覚刺激成分の評価方法 |
CN109588534A (zh) | 2012-04-20 | 2019-04-09 | 洲际大品牌有限责任公司 | 用于制造咀嚼型胶基糖的系统和方法 |
WO2013170433A1 (en) | 2012-05-15 | 2013-11-21 | The Procter & Gamble Company | Absorbent article having characteristic waist end |
US20130315843A1 (en) | 2012-05-25 | 2013-11-28 | The Procter & Gamble Company | Composition for reduction of trpa1 and trpv1 sensations |
US9271912B2 (en) | 2012-06-13 | 2016-03-01 | The Procter & Gamble Company | Personal care compositions comprising a pH tuneable gellant and methods of using |
JP2015519919A (ja) | 2012-06-19 | 2015-07-16 | インターコンチネンタル グレート ブランズ エルエルシー | バルクパッケージされた非包装チューインガム |
EP3552597A1 (en) | 2012-08-07 | 2019-10-16 | Symrise AG | Cosmetic compositions |
WO2014031212A1 (en) | 2012-08-22 | 2014-02-27 | Intercontinental Great Brands Llc | Chewing gum compositions and methods of making thereof |
WO2014047428A1 (en) | 2012-09-21 | 2014-03-27 | Segetis, Inc. | Cleaning, surfactant, and personal care compositions |
ES2656236T3 (es) | 2012-09-21 | 2018-02-26 | Intercontinental Great Brands Llc | Formación de goma avanzada |
MX355922B (es) | 2012-09-28 | 2018-05-03 | Gillette Co Llc | Un miembro de acoplamiento con la piel que comprende al menos un agente percibido por los sentidos térmicamente resilente. |
CN104703658B (zh) | 2012-09-28 | 2017-11-07 | 吉列有限公司 | 包含至少一种热弹性感觉剂的皮肤接合剃刮助剂构件 |
AU2013352172A1 (en) | 2012-11-29 | 2015-06-11 | Gfbiochemicals Limited | Carboxy ester ketals, methods of manufacture, and uses thereof |
WO2014128566A2 (en) | 2013-02-21 | 2014-08-28 | Mondelez International | Chewing gum and methods of making thereof field |
BR122016000483A2 (pt) | 2013-03-29 | 2018-06-19 | Intercontinental Great Brands Llc | Composição comestível líquida sem açúcar e produto de confeitaria ou produto de medicamento |
RU2015139363A (ru) | 2013-04-17 | 2017-05-22 | Интерконтинентал Грейт Брендс Ллк | Система и способ формирования жевательной резинки по меньшей мере с одной добавкой |
JP2016518144A (ja) | 2013-05-31 | 2016-06-23 | インターコンチネンタル グレート ブランズ エルエルシー | 硬質で非晶質の含有物を含むチューインガム、及びその製造方法 |
WO2015051056A1 (en) | 2013-10-02 | 2015-04-09 | Intercontinental Great Brands Llc | Particulate coated chewing gum and confectionery; and methods of making the same |
US9884130B2 (en) | 2013-11-13 | 2018-02-06 | The Procter & Gamble Company | Compositions for delivery of oral comfort sensations |
CN106029175A (zh) | 2014-02-27 | 2016-10-12 | 宝洁公司 | 具有减少的苦味感受的口腔护理组合物 |
PL3760050T3 (pl) | 2014-02-28 | 2023-08-28 | Intercontinental Great Brands Llc | Sposób powlekania rdzeni jadalnych i zastosowanie sposobu do ograniczania przywierania rdzeni jadalnych do wewnętrznej ściany bębna |
MX2016011041A (es) | 2014-03-03 | 2016-11-29 | Intercontinental Great Brands Llc | Metodo para fabricar un comestible. |
US20150273711A1 (en) | 2014-03-26 | 2015-10-01 | The Gillette Company | Razor Comprising A Molded Shaving Aid Composition Comprising A Thermally Resilient Sensate |
US20150272847A1 (en) | 2014-03-26 | 2015-10-01 | The Gillette Company | Skin Engaging Shaving Aid Comprising A Thermally Resilient Sensate And A TRPA1 Receptor Inhibitor |
CA2946383A1 (en) | 2014-04-23 | 2016-03-10 | The Procter & Gamble Company | Compositions for deposition on biological surfaces |
JP6446062B2 (ja) | 2014-05-15 | 2018-12-26 | インターコンチネンタル グレート ブランズ エルエルシー | 複数のテクスチャーのチューインガム及びその製造方法 |
WO2015195534A2 (en) | 2014-06-16 | 2015-12-23 | Intercontinental Great Brands Llc | Degradable chewing gum |
JP2017524711A (ja) | 2014-08-15 | 2017-08-31 | ザ プロクター アンド ギャンブル カンパニー | 口腔ケア組成物及びレジメン |
CN106659649A (zh) | 2014-08-15 | 2017-05-10 | 宝洁公司 | 具有增量化学物质的牙粉 |
CN114191317A (zh) | 2014-08-15 | 2022-03-18 | 宝洁公司 | 感官体验增强的口腔护理组合物 |
CA2967827C (en) | 2014-11-26 | 2020-09-01 | The Gillette Company Llc | A skin engaging member comprising ethylene vinyl acetate |
FR3029777B1 (fr) | 2014-12-15 | 2019-11-29 | L'oreal | Utilisation de l'association d'un polyether polyurethane non-ionique associatif et d'un derive de cyclohexanol comme agent rafraichissant de la peau |
WO2016105879A1 (en) | 2014-12-22 | 2016-06-30 | Intercontinental Great Brands Llc | Confectionery and multi-layer chewing gum confectionery composition and article |
US9951295B2 (en) | 2015-02-19 | 2018-04-24 | The Procter & Gamble Company | Compositions for deposition on biological surfaces |
MX367881B (es) | 2015-02-27 | 2019-09-09 | Kimberly Clark Co | Sistema de evaluación de fugas para artículos absorbentes. |
WO2016139066A1 (en) * | 2015-03-04 | 2016-09-09 | Symrise Ag | Compositions comprising menthol compounds as soothing agents |
CN107438424A (zh) | 2015-04-09 | 2017-12-05 | 宝洁公司 | 通过减少trpa1受体、tprv1受体或上述两者的cpc活化减少cpc味觉厌恶 |
MX2018001611A (es) * | 2015-08-31 | 2018-11-09 | Kimberly Clark Co | Articulo comercial tratado con material sublimable. |
CA3000021C (en) | 2015-10-22 | 2020-10-13 | The Procter & Gamble Company | Method of separating stereoisomers using supercritical fluid chromatography |
EP3365324A1 (en) | 2015-10-22 | 2018-08-29 | The Procter and Gamble Company | Synthesis of cyclohexane carboxamide derivatives useful as sensates in consumer products |
CN108368035A (zh) | 2015-12-18 | 2018-08-03 | 宝洁公司 | 在消费品中可用作感觉剂的环己烷酯衍生物的合成 |
WO2017173272A1 (en) | 2016-04-01 | 2017-10-05 | The Procter & Gamble Company | Oral care compositions containing potassium nitrate and peroxide |
CA3018555A1 (en) | 2016-04-01 | 2017-10-05 | The Procter & Gamble Company | Oral care compositions containing a gel network phase |
AU2017240032B2 (en) | 2016-04-01 | 2019-07-18 | The Procter & Gamble Company | Oral care compositions containing gel networks and potassium nitrate |
EP3435965B1 (en) | 2016-04-01 | 2020-07-29 | The Procter and Gamble Company | Oral care compositions with an effective flavor display |
EP3435958A1 (en) | 2016-04-01 | 2019-02-06 | The Procter and Gamble Company | Oral care compositions containing a gel network phase and potassium nitrate |
US20170334082A1 (en) | 2016-05-18 | 2017-11-23 | The Gillette Company Llc | Skin Engaging Member Comprising Ethylene Vinyl Acetate |
CA2978573A1 (en) | 2016-09-08 | 2018-03-08 | Foamix Pharmaceuticals Ltd. | Compositions and methods for treating rosacea and acne |
US11198972B2 (en) | 2016-10-25 | 2021-12-14 | The Procter & Gamble Company | Fibrous structures |
WO2018081192A1 (en) | 2016-10-25 | 2018-05-03 | The Procter & Gamble Company | Creped fibrous structures |
US20180117780A1 (en) | 2016-11-03 | 2018-05-03 | The Gillette Company Llc | Skin engaging member comprising ethylene vinyl acetate |
BR112019009754B1 (pt) | 2016-11-17 | 2022-11-22 | The Gillette Company Llc | Membro de contato com a pele compreendendo etileno-acetato de vinila e uma fragrância |
CA3048858A1 (en) | 2017-01-10 | 2018-07-19 | Takasago International Corporation | Methylmenthol derivative and cool-sensation imparter composition containing same |
PL3576547T3 (pl) | 2017-02-06 | 2024-03-04 | Intercontinental Great Brands Llc | Słodycze o podwójnej teksturze i sposób ich produkcji |
US11013641B2 (en) | 2017-04-05 | 2021-05-25 | Kimberly-Clark Worldwide, Inc. | Garment for detecting absorbent article leakage and methods of detecting absorbent article leakage utilizing the same |
DK3850950T3 (da) | 2017-06-05 | 2024-01-15 | Perfetti Van Melle Benelux B V | Tyggegummisammensætninger og fremgangsmåder til fremstilling deraf |
PL3668326T3 (pl) | 2017-08-18 | 2024-06-10 | Perfetti Van Melle Benelux B.V. | Kompozycje gumy do żucia i sposoby ich wytwarzania |
SG11202003286YA (en) | 2017-10-16 | 2020-05-28 | Takasago Perfumery Co Ltd | Cool-sensation imparter composition containing 2,2,6-trimethylcyclohexanecarboxylic acid derivative |
CN112312915A (zh) | 2018-06-11 | 2021-02-02 | 西雅图咖米公司 | 低血糖胶粘组合物及其制备和使用方法 |
CN112292040A (zh) | 2018-06-14 | 2021-01-29 | 西雅图咖米公司 | 低血糖组合物及其制备和使用方法 |
EP4364577A3 (en) | 2018-10-26 | 2024-06-19 | Intercontinental Great Brands LLC | Center-filled confectionery product; coated product; and methods of making |
EP3689324A1 (de) | 2019-02-04 | 2020-08-05 | Symrise AG | Neue kühlstoffe und zubereitungen, die diese enthalten |
EP4013233A1 (en) | 2019-08-14 | 2022-06-22 | Intercontinental Great Brands LLC | Confectionery chip product; and methods of making the same |
CN111004224B (zh) * | 2019-12-11 | 2021-03-12 | 中国烟草总公司郑州烟草研究院 | 一种环甲位烯胺酮类化合物及其合成方法、应用、烟草制品 |
AU2021350111A1 (en) | 2020-09-28 | 2023-03-16 | The Procter & Gamble Company | Oral care composition comprising hops and flavor |
EP4225042A2 (en) | 2020-10-09 | 2023-08-16 | Intercontinental Great Brands LLC | Unwrapped hard candy product; isomalt confectionery; method of making and use thereof |
WO2022105986A1 (de) | 2020-11-17 | 2022-05-27 | Symrise Ag | Neue kühlstoffe und zubereitungen, die diese enthalten |
WO2022241412A1 (en) | 2021-05-11 | 2022-11-17 | The Procter & Gamble Company | Oral care compositions comprising block copolymer |
WO2023143741A1 (de) | 2022-01-28 | 2023-08-03 | Symrise Ag | Neue kühlstoffe und zubereitungen, die diese enthalten |
WO2023248187A1 (en) | 2022-06-24 | 2023-12-28 | Nicoventures Trading Limited | Oral composition comprising a receptor modulator |
WO2022207944A2 (en) | 2022-07-11 | 2022-10-06 | Symrise Ag | Novel mixtures and uses of (2e)-3-(1,3-benzodioxol-5-yl)-n-phenyl-n-(tetrahydro-3-furanyl)-2-propenamide |
Family Cites Families (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3206474A (en) * | 1962-08-03 | 1965-09-14 | Carlisle Chemical Works | Acetal and ketal phosphonates |
NL295574A (ja) * | 1962-08-03 | |||
US3257480A (en) * | 1962-08-03 | 1966-06-21 | Carlisle Chemical Works | Acetal and ketal phosphites |
US3349150A (en) * | 1962-08-03 | 1967-10-24 | Carlisle Chemical Works | Polyether diphosphonates |
US3830930A (en) * | 1969-05-14 | 1974-08-20 | Nickstadt Moeller Inc | Labial compositions containing menthyl keto esters |
DE2022369B2 (de) * | 1970-05-08 | 1972-03-02 | Joh Andre Sebald GmbH, 3200 Hildes heim | Kosmetische Mittel und Raumsprays ent haltend 1 Menthyl athylcarbonat |
US4150052A (en) * | 1971-02-04 | 1979-04-17 | Wilkinson Sword Limited | N-substituted paramenthane carboxamides |
US4178459A (en) * | 1971-02-04 | 1979-12-11 | Wilkinson Sword Limited | N-Substituted paramenthane carboxamides |
US4190643A (en) * | 1971-02-04 | 1980-02-26 | Wilkinson Sword Limited | Compositions having a physiological cooling effect |
PH10359A (en) * | 1971-02-04 | 1977-01-05 | Wilkinson Sword Ltd | N-substituted-p-methane-3-carboxamides having physiological cooling activity and compositions containing them |
US4136163A (en) * | 1971-02-04 | 1979-01-23 | Wilkinson Sword Limited | P-menthane carboxamides having a physiological cooling effect |
US4193936A (en) * | 1971-02-04 | 1980-03-18 | Wilkinson Sword Limited | N-substituted paramenthane carboxamides |
US4033994A (en) * | 1972-01-28 | 1977-07-05 | Wilkinson Sword Limited | Substituted p-menthanes |
US4059118A (en) * | 1972-01-28 | 1977-11-22 | Wilkinson Sword Limited | Tobacco and tobacco-containing manufactures containing an ingredient having physiological cooling activity |
US4157384A (en) * | 1972-01-28 | 1979-06-05 | Wilkinson Sword Limited | Compositions having a physiological cooling effect |
GB1421743A (en) * | 1972-04-18 | 1976-01-21 | Wilkinson Sword Ltd | Ingestible topical and other compositions |
US4153679A (en) * | 1972-04-18 | 1979-05-08 | Wilkinson Sword Limited | Acyclic carboxamides having a physiological cooling effect |
CA1027347A (en) * | 1972-07-20 | 1978-03-07 | David G. Rowsell | Compounds having a physiological cooling effect and compositions containing them |
GB1436329A (en) * | 1972-08-07 | 1976-05-19 | Unilever Ltd | Esters of menthol and a heterocyclic carboxylic acid and their use in cosmetic preparations |
GB1434728A (en) * | 1972-09-27 | 1976-05-05 | Wilkinson Sword Ltd | Compositions and articles containing phospine oxides having a physiological cooling effect and phosphine oxides for use therein |
US4070449A (en) * | 1972-10-24 | 1978-01-24 | Wilkinson Sword Limited | Compounds having a physiological cooling effect and compositions containing them |
GB1422998A (en) * | 1973-03-22 | 1976-01-28 | Wilkinson Sword Ltd | Cyclohexanecarboxamides having a physiological cooling effect and compositions containing them |
US4296093A (en) * | 1973-04-16 | 1981-10-20 | Wilkinson Sword Limited | Cyclic carboxamides having a physiological cooling effect |
LU68016A1 (ja) * | 1973-07-13 | 1975-04-11 | ||
DE2608226A1 (de) * | 1976-02-28 | 1977-09-08 | Haarmann & Reimer Gmbh | Mittel mit physiologischer kuehlwirkung |
JPS5888334A (ja) * | 1981-11-20 | 1983-05-26 | Takasago Corp | 3−l−メントキシプロパン−1、2−ジオ−ル |
ES2078457T3 (es) * | 1990-11-06 | 1995-12-16 | Wrigley W M Jun Co | Sabores mejorados usando cetales de mentona. |
-
1991
- 1991-04-05 DE DE4110973A patent/DE4110973A1/de not_active Withdrawn
-
1992
- 1992-03-24 ES ES92105041T patent/ES2073205T3/es not_active Expired - Lifetime
- 1992-03-24 DK DK92105041.5T patent/DK0507190T3/da active
- 1992-03-24 EP EP92105041A patent/EP0507190B1/de not_active Expired - Lifetime
- 1992-03-24 DE DE59202585T patent/DE59202585D1/de not_active Expired - Lifetime
- 1992-03-24 AT AT92105041T patent/ATE123936T1/de not_active IP Right Cessation
- 1992-03-30 AU AU13909/92A patent/AU653999B2/en not_active Expired
- 1992-03-30 JP JP4103526A patent/JP3071030B2/ja not_active Expired - Lifetime
- 1992-04-02 CA CA002064918A patent/CA2064918A1/en not_active Abandoned
- 1992-04-03 US US07/862,851 patent/US5266592A/en not_active Expired - Lifetime
- 1992-04-03 IE IE921084A patent/IE67879B1/en not_active IP Right Cessation
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102844386A (zh) * | 2009-11-20 | 2012-12-26 | 西姆莱斯股份公司 | 生理学清凉的活性成分以及含有这类活性成分的物质的用途 |
US9718839B2 (en) | 2009-11-20 | 2017-08-01 | Symrise Ag | Use of physiological cooling active ingredients, and agents containing such active ingredients |
CN102844386B (zh) * | 2009-11-20 | 2020-01-21 | 西姆莱斯股份公司 | 生理学清凉的活性成分以及含有这类活性成分的物质的用途 |
US10584134B2 (en) | 2009-11-20 | 2020-03-10 | Symrise Ag | Use of physiological cooling active ingredients, and agents containing such active ingredients |
WO2016153011A1 (ja) * | 2015-03-25 | 2016-09-29 | 高砂香料工業株式会社 | メチルメントール誘導体およびそれを含有する冷感剤組成物 |
JPWO2016153011A1 (ja) * | 2015-03-25 | 2018-01-18 | 高砂香料工業株式会社 | メチルメントール誘導体およびそれを含有する冷感剤組成物 |
US10494330B2 (en) | 2015-03-25 | 2019-12-03 | Takasago International Corporation | Methyl menthol derivative and cooling agent composition containing same |
US11434220B2 (en) | 2017-08-31 | 2022-09-06 | Basf Se | Use of physiological cooling active ingredients, and compositions comprising such active ingredients |
Also Published As
Publication number | Publication date |
---|---|
AU653999B2 (en) | 1994-10-20 |
IE67879B1 (en) | 1996-05-01 |
US5266592A (en) | 1993-11-30 |
AU1390992A (en) | 1992-10-08 |
CA2064918A1 (en) | 1992-10-06 |
IE921084A1 (en) | 1992-10-07 |
DK0507190T3 (da) | 1995-10-09 |
EP0507190B1 (de) | 1995-06-21 |
ES2073205T3 (es) | 1995-08-01 |
ATE123936T1 (de) | 1995-07-15 |
JP3071030B2 (ja) | 2000-07-31 |
DE4110973A1 (de) | 1992-10-08 |
DE59202585D1 (de) | 1995-07-27 |
EP0507190A1 (de) | 1992-10-07 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP3071030B2 (ja) | 生理的冷却効果をもつた組成物および該組成物の製造法 | |
EP1761238B1 (en) | Menthol derivative and cooling agent composition comprising the same | |
KR101302772B1 (ko) | 바닐린 아세탈 및 이를 함유하는 감각 자극제 조성물 | |
US5753609A (en) | Fragrance composition containing 4-(1-menthoxymethyl)-2-phenyl-1,3-dioxolane or its derivatives | |
JP2978043B2 (ja) | (2s)−3−{(1r,2s,5r)−[ 5−メチル−2−(1−メチルエチル)シクロヘキシル ]オキシ}−1,2−プロパンジオール,その製造方法および用途 | |
EP3233777B1 (en) | Process for preparing 1-[(1r,4r/s,8s)-10,10-dimethyl-7-methylene-4-bicyclo[6.2.0]decanyl]ethanone | |
AU779935B2 (en) | Method for producing 3-1-menthoxypropane-1,2-diol | |
RU2459816C2 (ru) | Производные пирана, способ их получения и их применение в парфюмерии и для ароматизации | |
CN102884034A (zh) | 具有木香调的化合物 | |
JP2005343795A (ja) | グリオキシル酸メンチルエステル類及びそれを含有する冷感剤組成物 | |
JP5489721B2 (ja) | ピラン誘導体、香料及び香味料としてそれらを調製かつ使用する方法 | |
JPH07118119A (ja) | 化粧料及び口腔剤 | |
JP5829438B2 (ja) | 香料組成物 | |
JP2023511281A (ja) | ポリエーテルポリマーのビシナルジオールエーテル誘導体 | |
EP2070512A1 (en) | Methyl cyclohexane carboxylates and their use in perfume compositons | |
CN101550123B (zh) | 区域专一的呋喃化合物及其在芳香剂中的用途 | |
JP2590254B2 (ja) | 新規な発香混合物 | |
JP2008133310A (ja) | 香料組成物、該香料組成物を含む製品及び新規エステル化合物 | |
CN104039749B (zh) | 作为芳香剂的5,5‑二甲基‑2‑丙基‑六氢‑2,4a‑亚甲基萘‑1‑酮 | |
JP2000034243A (ja) | 光学活性な1−(p−メンタ−3’−イル)エタノール及びそれを有効成分とする香料 | |
JPS61155378A (ja) | 不斉ジヒドロジチアジン、その製造方法およびそれを含有する芳香剤及び香料 | |
JP3133200B2 (ja) | 4−(6,6−ジメチル−2−メチレンシクロヘキシル)−2−メチル−2−ブテナールの香料組成物 | |
JP2021123574A (ja) | 冷感剤組成物 | |
JPH07101952A (ja) | テトラヒドロベンゾフラノン誘導体及びこれを含有する香料組成物 | |
JPH08283774A (ja) | (6e)−3,7,11−トリメチル−6,10−ドデカジエン−3−オールを含有する香料組成物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313111 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R360 | Written notification for declining of transfer of rights |
Free format text: JAPANESE INTERMEDIATE CODE: R360 |
|
R371 | Transfer withdrawn |
Free format text: JAPANESE INTERMEDIATE CODE: R371 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313111 |
|
S531 | Written request for registration of change of domicile |
Free format text: JAPANESE INTERMEDIATE CODE: R313531 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080526 Year of fee payment: 8 |
|
R360 | Written notification for declining of transfer of rights |
Free format text: JAPANESE INTERMEDIATE CODE: R360 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080526 Year of fee payment: 8 |
|
R360 | Written notification for declining of transfer of rights |
Free format text: JAPANESE INTERMEDIATE CODE: R360 |
|
R371 | Transfer withdrawn |
Free format text: JAPANESE INTERMEDIATE CODE: R371 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080526 Year of fee payment: 8 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313111 |
|
S531 | Written request for registration of change of domicile |
Free format text: JAPANESE INTERMEDIATE CODE: R313531 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080526 Year of fee payment: 8 |
|
R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080526 Year of fee payment: 8 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090526 Year of fee payment: 9 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100526 Year of fee payment: 10 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20110526 Year of fee payment: 11 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20110526 Year of fee payment: 11 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20120526 Year of fee payment: 12 |
|
EXPY | Cancellation because of completion of term |