(-)-장뇌

Camphor, (-)-

HCID 444294

기본 정보

CAS
464-48-2
표준 SMILES
CC1(C)[C@H]2CC[C@]1(C)C(=O)C2
InChIKey
DSSYKIVIOFKYAU-OIBJUYFYSA-N
분자식
C10H16O
평균 분자량
152.23 g/mol
단동위원소 질량
152.12011513

개요

L-camphor appears as colorless or white crystals. Fragrant and penetrating odor. Slightly bitter and cooling taste. Odor index at 68 °F: 40. Flash point 149 °F. Burns with a bright, smoky flame. Sublimes appreciably at room temperature and pressure; 14% sublimes within 60 minutes at 176 °F and 12 mmHg. (NTP, 1992)

이름 및 식별자

우선 이름
Camphor, (-)-
IUPAC
(1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
현지명
(-)-장뇌
영어명
(-)-CAMPHOR
분자식
C10H16O
분자량
152.23

이름 및 동의어

(-)-Camphorl-Camphor(1S,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one(1S)-(-)-Camphor(S)-camphor(-)-Bornan-2-oneCamphor, (-)-DTXSID8022036(1S)-camphor()-bornan-2-one(1S,4S)-(-)-CAMPHORCAMPHOR, L-
이름 더 보기
(-)-장뇌Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1S)-CAMPHORE(-)-AlcanforCamphor CamphorLevo-(-)-camphor(1S)-(-)-Camphor 95%(1S)-1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPTAN-2-ONE[1S,4S,(-)]-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-oneNSC 26351
Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1S,4S)-CAMPHOR, (L)-CAMPHOR L-FORM [MI](S)-(-)-CAMPHORDTXCID502036213N3S8275Bicyclo(2.2.1)heptan-2-one, 1,7,7-trimethyl-, (1S,4S)-CHEBI:15397

데이터베이스 식별자

CAS
464-48-2
PubChem CID
444294
DTXSID
DTXSID8022036
ChEMBL
CHEMBL2252949
ChEBI
CHEBI:15397
UNII
213N3S8275
EC Number
207-354-7
Nikkaji
J67.498B

물성

구조 계산 물성

XLogP
2.2
극성 표면적
17.1 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
1
회전 가능 결합 수
0
무거운 원자 수
11

실험 및 물리화학적 성질

Chemical ClassesBiological Agents -> Plant Oils and Extracts
Density0.992 at 77 °F (NTP, 1992) - Less dense than water; will float
Solubility1 g/800 mL at 77 °F (NTP, 1992)
Flash Point150 °F (NTP, 1992)
Boiling Point399 °F at 760 mmHg (sublimes) (NTP, 1992)
Melting Point · 2건

353.5 °F (NTP, 1992)

178-180

물리화학적 성질

녹는점
177 · 177-179 °C(lit.)
끓는 점
204 °C · 204 °C(lit.)
밀도
0.99 · 0.990
증기 밀도
5.24 · 5.24 (vs air)
증기압
4 mm · 4 mm Hg ( 70 °C)
굴절률
-44 ° · -44 ° (C=20, EtOH)

화학적 성질

white crystals

안전 및 규제

GHS 분류

GHS Classification · 4건

Danger

H228 (35.5%): Flammable solid [Danger Flammable solids]

P203, P210, P240, P241, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 138 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 2건

Chemical: Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1S)-

(1S)-(-)-Camphor: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1S)-: Environment tier I assessment
DOT LabelFlammable Solid
Fire HazardsThis chemical is flammable. (NTP, 1992)
Health Hazards · 1건

SYMPTOMS: Ingestion of this compound may cause nausea, vomiting, vertigo, mental confusion, delirium, convulsions, coma, respiratory failure or death. It may also cause a burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, severe irritation and possible destruction to the tissues of the mucous membranes, upper respiratory tract, eyes and skin. Other symptoms may include congestion and edematous changes in the gastrointestinal tract, kidneys and brain. Ingestion may result in burning in the mouth and throat, epigastric pain, thirst, feeling of tension, dizziness, irrational behavior, unconsciousness, rigidity, rapid pulse, slow respiration, twitching of the facial muscles and muscular spasms. Other symptoms may include flickering, darkening or veiling of vision, noises in the ears and weakness. Exposure to this compound may also result in a feeling of warmth, depression of the central nervous system, difficult breathing, a characteristic breath odor and anuria. Colic may also be a symptom of exposure. Other symptoms may include eye irritation, sore throat, excitement, fever, bluish lips, pale face, loss of sense of smell and agitation.

Hazards Summary · 1건

May cause severe skin, eye, mucous membrane, and upper respiratory tract irritation; May cause CNS depression and other nervous system effects; Harmful by ingestion, inhalation, and skin absorption; [NTP] Causes convulsions in oral lethal-dose studies of rats; [RTECS] Camphor used topically during pregnancy in not likely to cause teratogenic effects; [TERIS] An irritant; Readily absorbed through skin; Targets the liver, kidney, and nerves; Ingestion may cause vertigo, confusion, clonic convulsions, coma, respiratory failure, and death; [Sigma-Aldrich MSDS] See Camphor, synthetic.

안전 및 보호

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

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 · 1건

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing 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.

Isolation and EvacuationExcerpt from ERG Guide 133 [Flammable Solids]:
Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.

독성 정보

Adverse EffectsNeurotoxin - Other CNS neurotoxin

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
EX1250000
ridadr
UN 2717 4.1/PG 3
HS 번호
29142910
risk_code
11-36/37/38

화학 및 산업

약리 정보

Protein BindingNo pharmacokinetic data available.
Pharmacodynamics · 1건

Camphor exerts an analgesic action when applied topically by producing a warm sensation. It excites and desensitizes sensory nerves by activating heat-sensitive TRP vanilloid subtype 1 (TRPV1) and TRPV3 receptors. (S)-camphor is reported to exert a weaker action on TRPV1 channels, which is thought to be a result of tachyphylaxis, which is the reduction of the response to multiple stimulations.

Mechanism of Action · 1건

TRPV3 cation channels are molecular sensors that play a role in nociception and thermosensation by inducing thermal sensation and heat-induced hyperalgesia. Camphor interacts with TRPV3 channels via pore-region cysteine residues, leading to channel activation and a rise in intracellular calcium levels. Camphor also activates TRPV1 and a TRPV1-like current in dorsal root ganglion (DRG) neurons but inhibits the ankyrin-repeat TRP 1 (TRPA1) channel expressed in most nociceptive DRG neurons, which is responsible for the detection of temperature. The precise role of TRPA1 current inhibition on the analgesic properties of camphor is unclear. Repeated stimulation by camphor leads to sensitization of the TRPV1 and TRPV3 channels, resulting in desensitization, or reduced channel response that likely leads to the analgesic effects of camphor. Camphor also activates cold-sensitive transient receptor potential melastatin 8 (TRPM8) and sensitizes cold-induced calcium transients, which explains the cooling effect of camphor following dermal application. Additionally, camphor was shown to inhibit the TRPM8 receptor response to menthol.

Biological Half-LifeFollowing oral ingestion of 200 mg camphor, the half life was 167 minutes.
Metabolism/Metabolites(S)-camphor undergoes rapid oxidation to 5-exo-hydroxyfenchone, which is predominantly mediated by human liver microsomal cytochrome (P450). CYP2A6 is the major enzyme involved in the hydroxylation of (-)-camphor by human liver microsomes.
Absorption, Distribution and Excretion · 4건

Absorption of camphor in the mucous membranes and the gastrointestinal tract is rapid, and peak concentration following oral ingestion occurs within 5 to 90 minutes.

Camphor undergoes renal excretion.

Volume of distribution of camphor is 2 to 4 L/kg. Camphor and its metabolites are relatively fat-soluble thus may accumulate in adipose and other tissues. Camphor ingested by mothers was present in amnionic fluid, cord and fetal blood and fetal brain, liver and kidneys.

No pharmacokinetic data available.

용도 및 제조

Uses · 2건

Naturally occurring form of camphor; Used in organic synthesis and as an odorant, flavoring agent, moth repellent, preservative, and plasticizer in cosmetics; Also used as a topical analgesic and antipruritic; [Merck Index] Used as a plasticizer for cellulose esters and ethers, to make plastics, cymene, and incense, in lacquers, varnishes, explosives, embalming fluids, pyrotechnics, and insect repellents; [NTP]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

General Manufacturing InformationBicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-, (1S,4S)-: ACTIVE
응용 분야 · 2건

용도(1S)-(-)-Camphor is used as chiral intermediate and chiral auxiliary precursor. It is used in the synthesis of high-potency sweeteners. It acts as catalytic agent and petrochemical additive.

일반 설명Colorless or white crystals. Fragrant and penetrating odor. Slightly bitter and cooling taste. Odor index at 68°F: 40. Flash point 149°F. Burns with a bright, smoky flame. Sublimes appreciably at room temperature and pressure; 14% sublimes within 60 minutes at 176°F and 12 mm Hg.

공급사100 곳

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]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
上海毕合生物化学技术有限公司13816464724 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]

추가 설명

정의ChEBI: The S-enantiomer of camphor.

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