Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C10H16O |
| Molecular Weight | 152.2334 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1(C)[C@@H]2CC[C@@]1(C)C(=O)C2
InChI
InChIKey=DSSYKIVIOFKYAU-XCBNKYQSSA-N
InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m1/s1
| Molecular Formula | C10H16O |
| Molecular Weight | 152.2334 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Camphor is a bicyclic monoterpene ketone found widely in plants, especially cinnamomum camphora. Topically, camphor is used to relieve pain. It has been used to treat warts, cold sores, hemorrhoids, and osteoarthritis. It has also been applied topically as an analgesic and an antipruritic. It has been used as a counterirritant, and to increase local blood flow. Camphor has frequently been used topically to treat respiratory tract diseases involving mucous membrane inflammation. It is sometimes used topically to treat cardiac symptoms. Camphor is also used topically as an eardrop, and for treating minor burns.
In inhalation therapy, camphor is used as an antitussive.
Orally, camphor is used as an expectorant, antiflatulent, and for treating respiratory tract diseases. Today, most camphor is synthetic. It is approved by the FDA as a topical antitussive. Camphor is produced synthetically from the oil of turpentine. It has been used for centuries for its medicinal features, in religious rituals, and in cooking. It is no longer used as pesticide. In 1982, the US Food and Drug Administration restricted commercial products intended for medicinal use to contain <11% camphor.
CNS Activity
Curator's Comment: Camphor is highly lipid soluble and easily crosses the blood–brain barrier. Camphor is a CNS stimulant whose effects range from mild excitation to grand-mal convulsions or status epilepticus. These effects result from excitation of the cerebrum and lower structures of the CNS.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL6007 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25897313 |
1.26 mM [IC50] | ||
Target ID: CHEMBL5102 |
|||
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Palliative | Camphor ointment Approved UseCamphor ointment is used for:
Treating pain and itching associated with minor skin irritations.
Camphor ointment is a topical analgesic. It works by temporarily relieving itching and pain. |
|||
| Primary | CAMPHOR, EUCALYPTUS OIL AND MENTHOL - camphor, eucalyptus oil and menthol ointment CVS Approved UseUses
- on chest and throat, temporarily relieves cough due to common cold
- On muscles and joints, temporarily relieves minor aches and pains |
|||
| Palliative | Tetramex Spray Approved UseINDICATIONS AND USAGE: For temporary relief of minor aches and pains of the muscles and joints associated with simple backache, arthritis, strains, bruises and sprains. |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
41 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15342616/ |
374.4 mg single, topical dose: 374.4 mg route of administration: Topical experiment type: SINGLE co-administered: MENTHOL, UNSPECIFIED FORM |
[NO STEREO] CAMPHOR, (-)-|[NO STEREO] CAMPHOR (SYNTHETIC)|[NO STEREO] CAMPHOR (NATURAL) plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
302 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15342616/ |
374.4 mg single, topical dose: 374.4 mg route of administration: Topical experiment type: SINGLE co-administered: MENTHOL, UNSPECIFIED FORM |
[NO STEREO] CAMPHOR, (-)-|[NO STEREO] CAMPHOR (SYNTHETIC)|[NO STEREO] CAMPHOR (NATURAL) plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
6.5 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/15342616/ |
374.4 mg single, topical dose: 374.4 mg route of administration: Topical experiment type: SINGLE co-administered: MENTHOL, UNSPECIFIED FORM |
[NO STEREO] CAMPHOR, (-)-|[NO STEREO] CAMPHOR (SYNTHETIC)|[NO STEREO] CAMPHOR (NATURAL) plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Potentiation of antitumor activity of irinotecan by chemically modified oligonucleotides. | 2001-05 |
|
| Monochloramine inhibits etoposide-induced apoptosis with an increase in DNA aberration. | 2001-04-15 |
|
| Prevention of irinotecan (CPT-11)-induced diarrhea by oral alkalization combined with control of defecation in cancer patients. | 2001-04-15 |
|
| Topoisomerase I-DNA covalent complexes in human colorectal cancer xenografts with different p53 and microsatellite instability status: relation with their sensitivity to CTP-11. | 2001-04-13 |
|
| DNA double-strand breaks associated with replication forks are predominantly repaired by homologous recombination involving an exchange mechanism in mammalian cells. | 2001-04-13 |
|
| Inhibitory effect of berberine on the mediastinal lymph node metastasis produced by orthotopic implantation of Lewis lung carcinoma. | 2001-04-10 |
|
| A synthetic inhibitor of p53 protects neurons against death induced by ischemic and excitotoxic insults, and amyloid beta-peptide. | 2001-04 |
|
| Validation study of assay method for DX-8951 and its metabolite in human plasma and urine by high-performance liquid chromatography/atmospheric pressure chemical ionization tandem mass spectrometry. | 2001-04 |
|
| Pharmacogenetics of anticancer agents: lessons from amonafide and irinotecan. | 2001-04 |
|
| Carrier and dose effects on the pharmacokinetics of T-0128, a camptothecin analogue-carboxymethyl dextran conjugate, in non-tumor- and tumor-bearing rats. | 2001-03-12 |
|
| Hippocampal neurons of mice deficient in DNA-dependent protein kinase exhibit increased vulnerability to DNA damage, oxidative stress and excitotoxicity. | 2001-03-05 |
|
| Characterization of a novel topoisomerase I mutation from a camptothecin-resistant human prostate cancer cell line. | 2001-03-01 |
|
| Irinotecan in the treatment of colorectal cancer: clinical overview. | 2001-03-01 |
|
| Phase I and pharmacokinetic study of exatecan mesylate (DX-8951f): a novel camptothecin analog. | 2001-03-01 |
|
| Biodistribution of NX211, liposomal lurtotecan, in tumor-bearing mice. | 2001-03 |
|
| [A case of AFP-producing gastric cancer responding to low-dose CPT-11 and low-dose cisplatin combination chemotherapy]. | 2001-03 |
|
| Sequence-selective DNA binding drugs mithramycin A and chromomycin A3 are potent inhibitors of neuronal apoptosis induced by oxidative stress and DNA damage in cortical neurons. | 2001-03 |
|
| Antitumor activity of the rapamycin analog CCI-779 in human primitive neuroectodermal tumor/medulloblastoma models as single agent and in combination chemotherapy. | 2001-02-15 |
|
| Irinotecan and chronomodulated infusion of 5-fluorouracil and folinic acid in the treatment of patients with advanced colorectal carcinoma: a phase I study. | 2001-02-15 |
|
| Phase II study of irinotecan as first-line chemotherapy for patients with advanced colorectal carcinoma. | 2001-02-15 |
|
| Novel cytotoxic 7-iminomethyl and 7-aminomethyl derivatives of camptothecin. | 2001-02-12 |
|
| North Central Cancer Treatment Group--Mayo Clinic trials in colon cancer. | 2001-02 |
|
| Modulation of camptothecin analogs in the treatment of cancer: a review. | 2001-02 |
|
| Adjuvant therapy of colon cancer. | 2001-02 |
|
| [Weekly low dose CPT-11 for multiple lung metastases of colon cancer on an out-patient treatment: a case report]. | 2001-02 |
|
| Relation between 9-aminocamptothecin systemic exposure and tumor response in human solid tumor xenografts. | 2001-02 |
|
| Why drugs fail: of mice and men revisited. | 2001-02 |
|
| Prospective phase II trial of iriontecan, 5-fluorouracil, and leucovorin in combination as salvage therapy for advanced colorectal cancer. | 2001-02 |
|
| Different susceptibilities of postmitotic checkpoint-proficient and -deficient Balb / 3T3 cells to ICRF-193, a catalytic inhibitor of DNA topoisomerase II. | 2001-02 |
|
| High-Performance liquid chromatographic analysis of lactone and hydroxy acid of new antitumor drug, DX-8951 (exatecan), in mouse plasma. | 2001-02 |
|
| Ternary combination of irinotecan, fluorouracil-folinic acid and oxaliplatin: results on human colon cancer cell lines. | 2001-02 |
|
| The HER tyrosine kinase inhibitor CI1033 enhances cytotoxicity of 7-ethyl-10-hydroxycamptothecin and topotecan by inhibiting breast cancer resistance protein-mediated drug efflux. | 2001-01-15 |
|
| Glucagon-like peptide (GLP)-2 reduces chemotherapy-associated mortality and enhances cell survival in cells expressing a transfected GLP-2 receptor. | 2001-01-15 |
|
| Use of camptothecin-resistant mammalian cell lines to evaluate the role of topoisomerase I in the antiproliferative activity of the indolocarbazole, NB-506, and its topoisomerase I binding site. | 2001-01-15 |
|
| The homocamptothecin BN 80915 is a highly potent orally active topoisomerase I poison. | 2001-01 |
|
| A novel genetic screen identifies checkpoint-defective alleles of Schizosaccharomyces pombe chk1. | 2001-01 |
|
| New state of the art in small-cell lung cancer. | 2001-01 |
|
| Current status of irinotecan in lung cancer. | 2001-01 |
|
| Irinotecan: summary and future directions. | 2001-01 |
|
| Docetaxel followed by gemcitabine and irinotecan in solid tumors. | 2001-01 |
|
| Irinotecan in combined-modality therapy for locally advanced non-small-cell lung cancer. | 2001-01 |
|
| Rationale and dose-finding studies of the combination of irinotecan and a taxane on a weekly schedule. | 2001-01 |
|
| Establishment of the standard regimen for non-small-cell lung cancer in Japan. | 2001-01 |
|
| Irinotecan in small-cell lung cancer: the US experience. | 2001-01 |
|
| Factors affecting the pharmacokinetics of CPT-11: the body mass index, age and sex are independent predictors of pharmacokinetic parameters of CPT-11. | 2001 |
|
| Phase I study of irofulven (MGI 114), an acylfulvene illudin analog, in patients with acute leukemia. | 2001 |
|
| Irinotecan and mitomycin C in 5-fluorouracil-refractory colorectal cancer patients. A phase I/II study of the Southern Italy Cooperative Oncology Group. | 2001 |
|
| Treatment of extensive stage small cell lung cancer. | 2001 |
|
| Lung cancer: therapeutic options for stage IV and recurrent NSCLC. | 2001 |
|
| Chemoradiation in locally advanced non-small cell lung cancer. | 2001 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugs.com/ppa/camphor.html
Curator's Comment: Subcutaneous: The dose of subcutaneously injected camphor required to produce convulsions in mice was 600 mg/kg
http://www.sciencedirect.com/science/article/pii/B9780443062414000102
Dosing: Adult
Cough: Inhalation: Inhale via vaporizer up to 3 times per day.
Pain: Topical cream: Apply to affected area up to 4 times per day for 2 weeks. For maximum benefit, use daily for at least 2 weeks and continue to use daily as needed thereafter.
Pruritus/Pain: Topical gel: Apply to affected area up to 3 to 4 times per day.
Route of Administration:
Topical
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/24122170
1 mM camphor partially inhibited the AITC (20 uM)-induced
hTRPA1 current in HEK293T cells expressing hTRPA1.
| Substance Class |
Chemical
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