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L(-)-Borneol

CAS No.
464-45-9
Chemical Name:
L(-)-Borneol
Synonyms
L-BORNEOL;[(1S)-ENDO]-(-)-BORNEOL;Linderol;bornel;BORNEOL FLAKES;1-Bornyl alcohol;2-bornanol;BORNEO CAMPHOR;BORNYL ALCOHOL;BORNEOL CRYSTALS
CBNumber:
CB3219500
Molecular Formula:
C10H18O
Molecular Weight:
154.25
MDL Number:
MFCD00003759
MOL File:
464-45-9.mol
MSDS File:
SDS
Last updated:2023-05-25 18:01:05

L(-)-Borneol Properties

Melting point 206-209 °C
Boiling point 210 °C(lit.)
alpha -36.2 º (c=5, C2H5OH)
Density 0.8389 (rough estimate)
vapor density 5.31 (vs air)
vapor pressure 33.5 mm Hg ( 25 °C)
FEMA 2157 | BORNEOL
refractive index -36 ° (C=5, EtOH)
Flash point 150 °F
storage temp. Store below +30°C.
solubility almost transparency in EtOH
pka 15.36±0.60(Predicted)
form Crystalline Powder or Crystals
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)
EWG's Food Scores 1
FDA UNII 1Y84986J9Q
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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS02
Signal word  Warning
Hazard statements  H228
Precautionary statements  P210
Hazard Codes  F,Xi
Risk Statements  11-43
Safety Statements  16-36/37
RIDADR  UN 1312 4.1/PG 3
WGK Germany  2
RTECS  DT5095000
TSCA  Yes
HazardClass  4.1
PackingGroup  III
HS Code  29061900
Toxicity LD50 orally in Rabbit: 5800 mg/kg
NFPA 704
2
1 0

L(-)-Borneol price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.14472 (1S)-(-)-Borneol forsynthesis 464-45-9 25g $105 2024-03-01 Buy
Sigma-Aldrich PHR2429 D-Camphor Impurity J, endo-borneol Pharmaceutical Secondary Standard; Certified Reference Material 464-45-9 100MG $534 2024-03-01 Buy
Sigma-Aldrich PHL89583 (−)-Borneol phyproof? Reference Substance 464-45-9 100MG $262 2024-03-01 Buy
Sigma-Aldrich 8.14472 (1S)-(-)-Borneol forsynthesis 464-45-9 100g $151 2024-03-01 Buy
Sigma-Aldrich 8.14472 (1S)-(-)-Borneol forsynthesis 464-45-9 250g $154 2024-03-01 Buy
Product number Packaging Price Buy
8.14472 25g $105 Buy
PHR2429 100MG $534 Buy
PHL89583 100MG $262 Buy
8.14472 100g $151 Buy
8.14472 250g $154 Buy

L(-)-Borneol Chemical Properties,Uses,Production

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

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.

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.

Safety Profile

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

L(-)-Borneol Preparation Products And Raw materials

Global( 252)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038 zheyansh@163.com CHINA 3620 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58
Shaanxi Pioneer Biotech Co., Ltd .
+8613259417953 sales@pioneerbiotech.com China 3000 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Shanghai Standard Technology Co., Ltd.
18502101150 ft-sales@nature-standard.com CHINA 1923 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
Shaanxi Dideu Medichem Co. Ltd
+86-29-87569266 15319487004 1015@dideu.com China 2263 58
Neostar United (Changzhou) Industrial Co., Ltd.
+86-519-519-85557386 marketing1@neostarunited.com China 8349 58

View Lastest Price from L(-)-Borneol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L(-)-Borneol pictures 2023-02-24 L(-)-Borneol
464-45-9
US $0.00 / mg 5mg ≥97%(HPLC) 10 g Shanghai Standard Technology Co., Ltd.
L(-)-Borneol pictures 2022-05-12 L(-)-Borneol
464-45-9
US $1.10 / g 1g 99.0% Min 100 Tons Dideu Industries Group Limited
L(-)-Borneol pictures 2020-05-04 L(-)-Borneol
464-45-9
US $0.00-0.00 / KG 1KG 99.0% 600 Tons Shaanxi Dideu Medichem Co. Ltd
  • L(-)-Borneol pictures
  • L(-)-Borneol
    464-45-9
  • US $0.00 / mg
  • ≥97%(HPLC)
  • Shanghai Standard Technology Co., Ltd.
  • L(-)-Borneol pictures
  • L(-)-Borneol
    464-45-9
  • US $1.10 / g
  • 99.0% Min
  • Dideu Industries Group Limited
  • L(-)-Borneol pictures
  • L(-)-Borneol
    464-45-9
  • US $0.00-0.00 / KG
  • 99.0%
  • Shaanxi Dideu Medichem Co. Ltd
L(-)-Borneol, 97% 100GR (-)-Borneol, 97+% Bornencamphor Borneol, (1S,2R,4S)-(-)- endo-2-Hy-droxycamphane l-2-Bornanol l-2-Camphanol Malayancam-phor Ngai camphor ngaicamphor syntheticd-borneol CAMPHOL-(+)-BORNOL FEMA 2157 L-BORNEO CAMPHOR L(-)-BORNEOL L-BORNYL ALCOHOL L-2-HYDROXYBORNANE ENDO-(1S)-1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPTAN-2-OL 2-Camphanol 2-HYDROXYBORNANE (1S)-(-)-BORNEOL (1S)-(-)-BORNEOL FOR SYNTHESIS (-)-Borneol predominantly endo, 97% 2-camphanol 1,7,7-trimethyl-endo-Bicyclo[2.2.1]heptan-2-ol (-)-(1S,4S)-Borneol (1s,2r,4s)-(-)-borneo 1,7,7-trimethyl-,(1S-endo)-Bicyclo[2.2.1]heptan-2-ol 1-bornylalcohol (1S-endo)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol (-)-BORNEOL, TERPENE STANDARD (1S,2R,4S)-(-)-Borneol=(1S)-endo-(-)Borneol Bicyclo2.2.1heptan-2-ol, 1,7,7-trimethyl-, (1S,2R,4S)- 7,7-trimethyl-(1s-endo)-bicyclo(2.2.1)heptan-2-o 7,7-trimethyl-(1s-endo)-bicyclo[2.2.1]heptan-2-o ((1S)-END))-(-)BORNEOL BORNEOL LAEVO PURE CRIST. L-BORNEOL CRYSTALS 80% L-BORNEOL CRYSTALS REGULAR GRADE L-BORNEOL NATURAL (-)-Borneol, tech. 85% Bornan-2-ol Camphane-6-ol [1S,2R,4S,(-)]-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol [1S,2R,4S,(-)]-Bornan-2-ol (-)-BORNEOL WITH GC (1S)-(-)-BORNEOL (-)-BORNEOL L(-)-Borneol,97% Feather Cockscomb Seed .p.e (-)-Borneol> Borneol Borneol (-)-Borneol@100 μg/mL in Methanol (-)-Borneol Standard Mei Slice Semen Celosiae extract laevo-borneol Celosiae Semen P.E (-) - camphor alcohol (-)-Borneol solution