알릴 이황화합물

Diallyl Disulfide

HCID 16590CAS 2179-57-9
부분 구조 검색유사 구조 찾기

기본 정보

표준 SMILES
C=CCSSCC=C
InChIKey
PFRGXCVKLLPLIP-UHFFFAOYSA-N
분자식
C6H10S2
평균 분자량
146.3 g/mol
단동위원소 질량
146.02239232

개요

Diallyl disulfide is an organic disulfide where the organic group specified is allyl. It has been isolated from garlic and other species of the genus Allium. It has a role as an antineoplastic agent, an antifungal agent and a plant metabolite.

이름 및 식별자

우선 이름
Diallyl Disulfide
IUPAC
3-(prop-2-enyldisulfanyl)prop-1-ene
현지명
알릴 이황화합물
영어명
Diallyl disulfide
분자식
C6H10S2
분자량
146.27

이름 및 동의어

DIALLYL DISULFIDE2179-57-9DiallyldisulfideAllyl disulfideDiallyl disulphideDisulfide, di-2-propenylAllyl disulphide2-Propenyl disulphide4,5-Dithia-1,7-octadiene2-Propenyl disulfide3-(prop-2-enyldisulfanyl)prop-1-eneFEMA No. 2028
이름 더 보기
알릴이황화합물알릴이황화합물(ALLYLDISULFIDE)DADSFEMA 2028Dially disulfide1,2-diallyldisulfaneDisulfide,di-2-propenylgarlicin oil
DTXSID90352063-(prop-2-en-1-yldisulfanyl)prop-1-ene5HI47O6OA7NSC-29228CHEBI:4488DTXCID7015206NSC29228allyll disulfide

데이터베이스 식별자

CAS
2179-57-9
PubChem CID
16590
DTXSID
DTXSID9035206
ChEMBL
CHEMBL366603
ChEBI
CHEBI:4488
UNII
5HI47O6OA7
EC Number
218-548-6
Nikkaji
J1.800G

물성

구조 계산 물성

XLogP
2.2
극성 표면적
50.6 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
2
회전 가능 결합 수
5
무거운 원자 수
8

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Sulfur Compounds
FragrancesFragrance Ingredient (Allyl disulfide) -> IFRA transparency List
OdorGARLIC ODOR
TasteSHARP, GARLIC FLAVOR
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 2건

1.010 @ 15 °C

0.998-1.015

물리화학적 성질

끓는 점
180 · 180-195 °C(lit.)
밀도
1.008 g/mL · 1.008 g/mL at 25 °C(lit.)
증기 밀도
5 · >5 (vs air)
증기압
1 mm · 1 mm Hg ( 20 °C)
굴절률
20 · n20/D 1.541(lit.)
FEMA
2028 · 2028 | ALLYL DISULFIDE

안전 및 규제

GHS 분류

GHS Classification · 4건

Danger

H226 (97.4%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P272, P280, P301+P316, P302+P352, P303+P361+P353, P305+P351+P338, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1647 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 3건

Chemical: Disulfide, di-2-propenyl

Regulation (EC) No 1831/2003 (amended)

Diallyl disulfide: Does not have an individual approval but may be used under an appropriate group standard

Hazards Summary · 1건

One of the volatiles in onions responsible for lacrimation; Emergency treatment: Irritants; [HSDB] One of the major allergens in garlic and onions; [Kanerva, p. 1777] Diallyl disulfides (DADs): A moderate eye and strong skin irritant in rabbits; A skin sensitizer in guinea pigs using the Buehler method; Causes breathing abnormalities, wobbly gait, and decreased activity in oral lethal-dose studies of rats; Oral LD50 (rat) = 346 mg/kg; Dermal LD50 (rat) = 1,967 mg/kg; [EPA] Safe when used as a flavoring agent in food; [JECFA] A moderate skin and severe eye irritant; Causes hemolysis in oral lethal-dose study of rats; [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS]

FDA Requirements121.1164. /FROM TABLE/
Hazard Classes and CategoriesFlam. Liq. 3 (97.4%)

독성 정보

Adverse EffectsLacrimator (Lachrymator) - A substance that irritates the eyes and induces the flow of tears.
Human Toxicity ExcerptsALLYL PROPYL DISULFIDE, ALONG WITH DIALLYL DISULFIDE, IS SAID TO BE ONE OF THE PRINCIPAL VOLATILE SUBSTANCES IN ONION WHICH IRRITATE EYES & CAUSE LACRIMATION.
Non-Human Toxicity ExcerptsDIALYL DISULFIDE HAS AN INHIBITORY EFFECT ON THE HEPATIC MITOCHONDRIAL OXIDATIVE PHOSPHORYLATION IN MICE.
Probable Routes of Human ExposureTHE MAXIMUM CONCN OF VAPOR IN AIR ADVISED FOR INDUSTRIAL CONDITIONS IS 2 TO 3 PPM.

규제 정보

FDA Requirements121.1164. /FROM TABLE/

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
BB1000000
ridadr
UN 2810 6.1/PG 3
HS 번호
29309090
risk_code
22-36/37/38-10

화학 및 산업

약리 정보

Metabolism/MetabolitesDiallyl disulfide has known human metabolites that include DADSO and (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-[(E)-3-(prop-2-enyldisulfanyl)prop-1-enyl]sulfanylpropan-2-yl]amino]-5-oxopentanoic acid.
MeSH Pharmacological Classification · 5건

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.

Substances that inhibit or prevent the proliferation of NEOPLASMS.

Chemical substances that are destructive to spermatozoa used as topically administered vaginal contraceptives.

Agents that reduce the frequency or rate of spontaneous or induced mutations independently of the mechanism involved.

Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved.

Cellular LocationsMembrane

용도 및 제조

Uses · 3건

Major constituent of garlic oil; [ChemIDplus] Used as synthetic flavoring ingredient; [HSDB] Constitutes 86.9% of diallyl disulfides (DADs) which is 90% active ingredient of biopesticide used to control white rot (fungal pathogen) in onions, garlic, and leeks; DADs are volatile sulfur compounds found in garlic, onions, and other members of Allium species; [EPA]

Farming (Pesticides) [Category: Industry]

SYNTHETIC FLAVORING ADJUVANT OR INGREDIENT

Methods of ManufacturingBY OXIDATION OF ALLYL MERCAPTAN WITH IODINE IN THE PRESENCE OF PYRIDINE & ETHANOL; FROM SODIUM ALLYL THIOSULFATE WITH POTASSIUM HYDROXIDE.
Use Classification · 3건

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information · 6건

Disulfide, di-2-propen-1-yl: ACTIVE

IN CONDIMENTS 6.5 PPM; MEATS 7.0 PPM.

GARLIC SYNTHETIC FLAVORING. /FROM TABLE/

SULFUR VOLATILE IN GARLIC; ONION; CHIVES & LEEK; FRESH CABBAGE. /FROM TABLE/

MAIN CONSTITUENT OF ALLIUM SATIVUM ESSENTIAL OIL.

FEMA NUMBER 2028 /FROM TABLE/

응용 분야 · 4건

개요Diallyl disulfide is one of the major allergens in garlic (Allium sativum) and onions. Among patients who are patch-test positive to garlic, all 13 who were tested had positive reactions to diallyl sulfide 5% petrolatum.

출처Main constituent of Allium sativum essential oil. Reported found in onion (Allium cipa, L.), garlic (Allium sativum L.), chive (Allium schoenoprasum L.), nira (Allium tuberosum rottl.), raw cabbage and caucas (Allium victoralis L.).

용도Diallyldisulfide has a range of uses varying from a Cytocrome P450 inhibitor to vasorelaxant and hypotensive. Being in the class of organosulfur compounds, it carries chemopreventive characteristics .

일반 설명Allyl disulfide is naturally found in Allium species such as garlic and onion. It is used as a flavoring agent in meat and condiments.

제조 방법

Diallyl disulfide can be prepared by oxidation of allyl mercaptan with iodine in the presence of pyridine and ethanol, or from sodium allyl thiosulfate using potassium hydroxide.

상·하류 제품 정보

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
추가 설명 · 1건

정의ChEBI: Diallyl disulfide is an organic disulfide where the organic group specified is allyl. It has been isolated from garlic and other species of the genus Allium. It has a role as an antineoplastic agent, an antifungal agent and a plant metabolite.

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