ChemicalBook--->CAS DataBase List--->464-45-9

464-45-9

464-45-9 Structure

464-45-9 Structure
IdentificationMore
[Name]

L(-)-Borneol
[CAS]

464-45-9
[Synonyms]

(1S)-(-)-BORNEOL
[(1S)-ENDO]-(-)-BORNEOL
2-Camphanol
2-HYDROXYBORNANE
BORNEO CAMPHOR
(-)-BORNEOL
BORNEOL, (-)-
BORNEOL FLAKES
BORNYL ALCOHOL
CAMPHOL-(+)-BORNOL
endo-1,7,7-trimethyl-bicyclo[2.2.1]heptan-2-ol
ENDO-(1S)-1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPTAN-2-OL
FEMA 2157
L-2-HYDROXYBORNANE
L-BORNEO CAMPHOR
L(-)-BORNEOL
L-BORNEOL
L-BORNYL ALCOHOL
(-)-(1S,4S)-Borneol
(1s,2r,4s)-(-)-borneo
[EINECS(EC#)]

207-353-1
[Molecular Formula]

C10H18O
[MDL Number]

MFCD00003759
[Molecular Weight]

154.25
[MOL File]

464-45-9.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystalline powder or
[Melting point ]

206-209 °C
[alpha ]

-36.2 º (c=5, C2H5OH)
[Boiling point ]

210 °C(lit.)
[density ]

0.8389 (rough estimate)
[vapor density ]

5.31 (vs air)
[vapor pressure ]

33.5 mm Hg ( 25 °C)
[FEMA ]

2157
[refractive index ]

-36 ° (C=5, EtOH)
[Fp ]

150 °F
[storage temp. ]

Flammables area
[solubility ]

almost transparency in EtOH
[form ]

Crystalline Powder or Crystals
[pka]

15.36±0.60(Predicted)
[color ]

White to light yellow
[Odor]

at 10.00 % in dipropylene glycol. pine woody camphor
[Odor Type]

balsamic
[optical activity]

[α]20/D 35.3°, c = 5 in ethanol
[Water Solubility ]

INSOLUBLE
[Merck ]

14,1338
[BRN ]

3587558
[LogP]

2.75 at 20℃
[CAS DataBase Reference]

464-45-9(CAS DataBase Reference)
[NIST Chemistry Reference]

Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1S-endo)-(464-45-9)
[EPA Substance Registry System]

(-)-Borneol (464-45-9)
Safety DataBack Directory
[Hazard Codes ]

F,Xi
[Risk Statements ]

R11:Highly Flammable.
R43:May cause sensitization by skin contact.
[Safety Statements ]

S16:Keep away from sources of ignition-No smoking .
S36/37:Wear suitable protective clothing and gloves .
[RIDADR ]

UN 1312 4.1/PG 3
[WGK Germany ]

2
[RTECS ]

DT5095000
[TSCA ]

Yes
[HazardClass ]

4.1
[PackingGroup ]

III
[HS Code ]

29061900
[Safety Profile]

Mddly toxic by ingestion. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALCOHOLS.
[Toxicity]

LD50 orally in Rabbit: 5800 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Turpentine oil
[Preparation Products]

(-)-CAMPHOR-->Bicyclo[2.2.1]heptane-1-methanol, 2-hydroxy-7,7-dimethyl-, (1S-endo)- (9CI)
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

endo-(1S)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol(464-45-9).msds
Hazard InformationBack Directory
[Description]

Borneol is an analgetic, antibacterial, and resuscitation-inducing norborneol derived from fresh branches and leaves of Cinnamomum camphora (L.) Presl. Far more than 2000?years ago, it has been introduced to China . In China, it has been firstly recorded in Ming Yi Bie Lu and then included in Tang Ben Cao. It was recorded in history that borneol was derived from Dryobalanops camphora gaertner and then precipitated from the resin to form the natural crystal compound or distilled from the trunk and cooled down to form the crystal compound, which is certified from Indonesia. In China, the natural borneol mainly relied on imports. In recent years, it was extracted from the Lauraceae plants, including Cinnamomum camphora, Cinnamomum longepaniculatum, and Cinnamomum burmannii, which greatlyincreases the resources of natural borneol for China. Cinnamomum camphora is mainly distributed in Jiangxi and Fujian provinces with 81.78% of borneol. Cinnamomum longepaniculatum is mainly distributed in Hunan and Sichuan provinces with 77.57% of borneol. Cinnamomum burmannii is mainly distributed in Yunnan and Guangxi provinces with 70.81% of borneol. Among them, Cinnamomum camphora contains more borneol than the other two types .
[Chemical Properties]

white to light yellow crystalline powder or
[Physical properties]

Appearance: colorless to white lumps. Odor: pungent, camphor-like. Density:1.011?g/ cm3 (20?°C). Melting point: 208?°C (406?°F; 481?K). Boiling point: 213?°C (415?°F; 486?K). Solubility: slightly soluble in water (D-form), soluble in chloroform, ethanol, acetone, ether, benzene, toluene, decalin, and tetralin. Flash point: 65? °C (149?°F; 338?K). It’s stable under sealed condition while volatile in the air.
[History]

Borneol has been widely used worldwide. It has been systematically studied since 1803 in Dutch literature. This might be because borneol was originated from Indonesia which had been the colony of the Netherlands since the seventeenth century. Stockman reviewed the borneol systematically and conducted the preliminary pharmacological experiments. The current pharmacological studies of borneol focus on crossing blood-brain barrier and its mechanism, as well as promoting the penetration of blood-brain barrier after compatibility with other drugs, which has been started by Qizhong Mo in Shanghai Institute of Materia Medica, Chinese Academy of Sciences since 1982 . Qide Wu et al. synthesized a series of ester derivatives of natural borneol and studied its biological properties. It was found that (+) – 4-methoxybenzoic acid borneol ester had a significant effect on the opening of the blood-brain barrier and was less toxic than borneol . Because of the unique chemical structure of borneol and relatively low molecular weight, borneol is often modified to observe whether the drug has such pharmacological effects of antitumor, increasing the penetration of blood-brain barrier, antibacterial, antioxidant, and others. Up to date, there is no druggability report based on borneol modification.
[Uses]

(-)-Borneol is used to prepare its esters by reacting with acids. Its derivatives are used as chiral ligands in asymmetric synthesis. It is also used in flavors and perfumes. Further, it is used in traditional Chinese medicine as moxa. In addition to this, it is used as a component of many essential oils and also used as a natural insect repellent.
[Uses]

(-)-Borneol has been used to study its antiapoptotic, antioxidative and neuroprotective effect in human neuroblastoma cells (SH-SY5Y).
[Definition]

ChEBI: (-)-borneol is a borneol. It is an enantiomer of a (+)-borneol.
[Indications]

The main efficacy of borneol is to induce resuscitation (with aromatic stimulation), clear stagnated fire (fever feeling), remove nebula for improving eyesight, and relieve swelling and pain. The indications of borneol are sore throat, aphthous, red eyes, purulent ear discharge, convulsions, febrile delirium, sudden faint due to qi depression, stroke, and coma. In Chinese traditional medicine, the borneol is often used as an envoy drug and combined with other drugs but is not used as a single medicine with the inexact efficacy
[General Description]

(-)-Borneol is an enantiomer. It is a bicyclic monoterpene compound used gengrally for analgesia and anaesthesia. It is considered as positive modulators of GABA receptors.
[Flammability and Explosibility]

Flammable
[Pharmacology]

The main pharmacological effects of borneol include anti-inflammatory, antibacterial, central nervous system, and antifertility effects . Guangchi Jiang found that intraperitoneal injection of borneol at 3.5 mL/kg can significantly inhibit foot swelling caused by egg white in rats. Borneol can inhibit and kill Staphylococcus aureus, B-type Streptococcus, and other five common cells with the minimum inhibitory concentration (MIC) of 1.0–2.0% and the lowest bactericidal concentration (MFC) of 1.5–2.0%. There was significant odinopoeia effect on the late pregnant mice after given 112 mg/kg borneol. Qide Liu et al. found that 10% borneol paraffin oil at the dose of 1 mg/kg by oral gavage can significantly increase the concentration of gentamicin in rat brain tissue, suggesting that borneol can change the blood-brain barrier permeability. The current mechanisms of anti-inflammatory effects include inhibition of inflammatory factors of interleukin-1β, tumor necrosis factor-α, and cell adhesion molecule-1 expression. The mechanisms of central nervous system effects are involved in inhibiting p-glycoprotein, opening the intercellular tight junction, increasing the number of pinocytotic vesicles, and improving the phospholipid molecule arrangement of epithelial cell membrane. In addition, borneol also affects the level of nitric oxide and inhibits the elevation of Ca2+ concentration.
[Clinical Use]

As a traditional Chinese medicine, borneol is commonly used as envoy drugs in the compatibility of traditional Chinese medicine. On behalf of combination drugs such as Danshen dripping pills, Niu Huang Jie Du pills, and watermelon cream, its effect is significant because of its special aromatic smell. Borneol with a certain irritation, oral administration may cause the gastrointestinal discomforts, severely causes vomiting and other adverse reactions.
Spectrum DetailBack Directory
[Spectrum Detail]

L(-)-Borneol(464-45-9)MS
L(-)-Borneol(464-45-9)1HNMR
L(-)-Borneol(464-45-9)13CNMR
L(-)-Borneol(464-45-9)IR1
L(-)-Borneol(464-45-9)IR2
L(-)-Borneol(464-45-9)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

L(-)-Borneol, 97%(464-45-9)
[Alfa Aesar]

(-)-Borneol, 98%(464-45-9)
[Sigma Aldrich]

464-45-9(sigmaaldrich)
[TCI AMERICA]

(-)-Borneol,>95.0%(GC)(464-45-9)
464-45-9 suppliers list
Company Name: Henan Tianfu Chemical Co.,Ltd.
Tel: +86-0371-55170693 +86-19937530512 , +86-19937530512
Website: https://www.tianfuchem.com/
Company Name: Shanghai Zheyan Biotech Co., Ltd.
Tel: 18017610038
Website: www.chemicalbook.com/ShowSupplierProductsList30845/0.htm
Company Name: career henan chemical co
Tel: +86-0371-86658258
Website: https://www.coreychem.com/
Company Name: Hubei Jusheng Technology Co.,Ltd.
Tel: 18871490254
Website: www.hubeijusheng.com
Company Name: Shaanxi Pioneer Biotech Co., Ltd .
Tel: +8613259417953 , +8613259417953
Website: https://www.pioneer-biotech.com/
Company Name: Chongqing Chemdad Co., Ltd
Tel: +86-023-61398051 +8613650506873 , +8613650506873
Website: http://www.chemdad.com/
Company Name: Shanghai Standard Technology Co., Ltd.
Tel: 18502101150
Website: www.nature-standard.com
Company Name: CONIER CHEM AND PHARMA LIMITED
Tel: +8618523575427 , +8618523575427
Website: http://www.conier.com/
Company Name: Shaanxi Dideu Medichem Co. Ltd
Tel: +86-29-87569266 15319487004 , 15319487004
Website: https://www.chemicalbook.com/manufacturer/shaanxi-dideu-medichem-220/
Company Name: Neostar United (Changzhou) Industrial Co., Ltd.
Tel: +86-519-519-85557386
Website: http://www.neostarunited.com
Company Name: SIMAGCHEM CORP
Tel: +86-13806087780 , +86-13806087780
Website: http://www.simagchem.com/
Company Name: Hefei TNJ Chemical Industry Co.,Ltd.
Tel: 0551-65418671
Website: https://www.tnjchem.com
Company Name: ANHUI WITOP BIOTECH CO., LTD
Tel: +8615255079626 , +8615255079626
Website: www.chemicalbook.com/showsupplierproductslist418627/0_en.htm
Company Name: Dideu Industries Group Limited
Tel: +86-29-89586680 +86-15129568250 , +86-15129568250
Website: www.dideu.com
Company Name: Changsha Chemoway Imp and Exp Co.,Ltd
Tel: +86-18942506900 , +86-18942506900
Website: www.chemicalbook.com/ShowSupplierProductsList1811356/0.htm
Company Name: Shandong Zhishang New Material Co., Ltd.
Tel: +8617653113209 , +8617653113209
Website: https://www.zhishangchemical.com/
Company Name: Hebei Duling International Trade Co. LTD
Tel: +8618032673083 , +8618032673083
Website: www.chemicalbook.com/showsupplierproductslist1283525/0.htm
Company Name: TargetMol Chemicals Inc.
Tel: +1-781-999-5354
Website: https://www.targetmol.com/
Tags:464-45-9 Related Product Information
25416-65-3 541-15-1 59-92-7 10097-84-4 110-93-0 498-66-8 507-70-0 125-12-2 20347-65-3 5655-61-8 124-76-5 464-43-7 464-45-9