4-hydroxybenzenemethanol
4-Hydroxybenzyl alcohol
CAS: 623-05-2
Molecular Formula: C7H8O2
4-hydroxybenzenemethanol - Names and Identifiers
| Name | 4-Hydroxybenzyl alcohol |
| Synonyms | RARECHEM AL BD 0098 P-HYDROXYBENZYL ALCOHOL P-Hydroxybenzyl alcohol 4-(hydroxymethyl)phenol P-(HYDROXYMETHYL)PHENOL 4-Hydroxybenzyl alcohol 4-hydroxybenzenemethanol 4-hydroxyphenyl Methanol The hydroxy benzyl alcohol 4-Hydroxybenzyl alcohol, (4-Hydroxyphenyl)methanol |
| CAS | 623-05-2 |
| EINECS | 210-768-0 |
| InChI | InChI=1/C7H8O2/c8-5-6-1-3-7(9)4-2-6/h1-4,8-9H,5H2 |
| InChIKey | BVJSUAQZOZWCKN-UHFFFAOYSA-N |
4-hydroxybenzenemethanol - Physico-chemical Properties
| Molecular Formula | C7H8O2 |
| Molar Mass | 124.14 |
| Density | 1.1006 (rough estimate) |
| Melting Point | 114-122°C(lit.) |
| Boling Point | 251-253°C |
| Flash Point | 251-253°C |
| JECFA Number | 955 |
| Water Solubility | Soluble in water (6.7 mg/ml at 20°C), dioxane (100 mg/ml), 1N NaOH (50 mg/ml), DMSO, and methanol. |
| Solubility | Soluble in methanol, ethanol, DMSO and other organic solvents. |
| Vapor Presure | 0.0104mmHg at 25°C |
| Appearance | Pink, beige (crystalline powder) |
| Color | Pink to beige |
| BRN | 1858967 |
| pKa | pK1:9.82 (25°C) |
| Storage Condition | Store below +30°C. |
| Sensitive | Light Sensitive/Air Sensitive |
| Refractive Index | 1.5035 (estimate) |
| MDL | MFCD00004658 |
| Physical and Chemical Properties | melting point 110-112°C |
| Use | Used as an intermediate in organic synthesis |
| In vitro study | 4-Hydroxybenzyl alcohol inhibits proliferation of eEND2 cells and suppresses the migration of eEND2 cells, accompanied by inhibition of actin filament reorganization. 4-Hydroxybenzyl alcohol induces apoptotic death of tumor cells. |
| In vivo study | 4-Hydroxybenzyl alcohol possesses antiangiogenic, anti-inflammatory and anti-nociceptive activity possibly via its down-regulating activity on NO production. 4-Hydroxybenzyl alcohol (200 mg/kg) efficiently inhibits growth and angiogenesis of developing tumors. 4-Hydroxybenzyl alcohol ameliorates ischemic injury induced by transient focal cerebral ischemia in rats, and this neuroprotective effect may be partly related to attenuate apoptosis pathway. |
4-hydroxybenzenemethanol - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | R36 - Irritating to the eyes R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| RTECS | DA4796800 |
| FLUKA BRAND F CODES | 8-9-23 |
| HS Code | 29072900 |
| Hazard Note | Irritant/Keep Cold/Air Sensitive/Light Sensitive |
4-hydroxybenzenemethanol - Reference
| Reference Show more | 1. Xu Gang, Xu Jian, Zhang Yongping, Yang Liyong, Chen Xiaolan, Liu Yao. Study on HPLC fingerprint of Gastrodia elata and spectrum-effect relationship of analgesic activity [J]. Chinese herbal medicines, 2019,42(11):2588-2592. 2. Wang Xin, Wang Hui, Yang Fei, etc. Establishment of a multi-evaluation analysis method for the determination of six gastrodin components in Gastrodia elata BL. 3. Zheng Haifei, Li Bin, Wu Xintong, et al. Study on the molecular mechanism of the treatment of migraine by adenosine pathway [J]. Journal of Stroke and neurological diseases, 2020, 037(003):255-260. 4. Wang Xin, Wang Hui, Cao guangshang, etc. Study and analysis on the changes of seven chemical components of Gastrodia elata during steaming [J]. Chinese Journal of Hospital Pharmacy, 2018, 38(6): 595-598. 5. Wang Yuyue, Bao Haiying. Nutritional components of Gastrodia elata seeds and their antioxidant effects on convulsive mice [J]. Chinese Journal of Gerontology, 2019, 39(10):160-164. 6. Wang Yuyue, Liu Ying, Wang Hongfa, Bao Haiying. Anticonvulsant effect of aqueous extract from Gastrodia elata stem [J]. Journal of Northwest Sci-Tech University of Agriculture and Forestry (Natural Science Edition), 2020, v.48;No.362(11):93-102 109. 7. Zuo Aiping, Wang Chuanfang, Pan Mei, et al. Study on quality standard of Gastrodia elata honey production [J]. China Pharmacy, 2015, 26(033):4703-4705. 8. Li Ping, Hao Min, Su Lin, et al. Study on quality of Gastrodia elata Blume by UPLC fingerprint combined with multi-component content determination [J]. Chinese herbal medicine 2018 49(23):186-192. 9. Zhu Hongyan, Jiang ran, he Zhongmei, etc. Content analysis of gastrodin, gastrodin and polysaccharide in different processed products of Gastrodia elata [J]. Chinese Pharmaceutical Journal 2017 052(023):2062-2065. 10. Tian Meng Hua Yuan Tianjun Zhou Rui Yang Xin Zhou. Analysis on the difference of effective components in different habitats and variant Gastrodia elata [J]. Chinese patent medicine 2020 42(07):1824-1829. 11. Li Ping, Xu Jinguo, Ji DE, et al. Study on the correlation between traditional traits and internal quality of Gastrodia elata [J]. Chinese Journal of Traditional Chinese Medicine, 2019, v.44(20):158-164. 12. Dong Xiaoke, Liu Jinmin, Li Zhonghao, Yuan Siyuan, Wang Kaiyue, Li Lili, Zheng xiangchun. Study on the main blood components and pharmacokinetics of chaibei Zhixian decoction in rats [J]. Global Journal of Traditional Chinese Medicine, 2021,14(03):377-383. 13. Liu, Mengyujie, et al. "Discovery and identification of proangiogenic chemical markers from Gastrodiae rhezoma-based on zebra fish model and metabonomics approach." Phytochemical Analysis 31.6 (2020): 835-845.https://doi.org/10.1002/pca.2949 14. [IF=3.512] Yahong Chen et al."Identification of Potential Human Ryanodine Receptor 1 Agonists and Molecular Mechanisms of Natural Small-Molecule Phenols as Anxiolytics."Acs Omega. 2021;XXXX(XXX):XXX-XXX 15. [IF=2.772] Mengyujie Liu et al."Discovery and identification of proangiogenic chemical markers from Gastrodiae Rhizoma based on zebrafish model and metabolomics approach."Phytochem Analysis. 2020 Nov;31(6):835-845 16. [IF=4.36] Chi Teng Vong et al."Classical prescription Dachuanxiong Formula delays nitroglycerin-induced pain response in migraine mice through reducing endothelin-1 level and regulating fatty acid biosynthesis."J Ethnopharmacol. 2022 Apr;288:114992 17. [IF=6.475] Zhen Wu et al."How steaming and drying processes affect the active compounds and antioxidant types of Gastrodia elata Bl. f. glauca S. chow."FOOD RESEARCH INTERNATIONAL. 2022 Jul;157:111277 |
4-hydroxybenzenemethanol - Reference Information
| FEMA | 3987 | 4-HYDROXYBENZYL ALCOHOL |
| LogP | 0.21 |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| uses | p-hydroxybenzyl alcohol is a synthetic reagent in a galificin conjugate for the treatment of acute myeloid leukemia. It is involved in the oxidation of phenol catalyzed by polyphenol oxidase. It is also used in the preparation of antimalarial drugs. used as intermediate in organic synthesis organic synthesis intermediate, can be used for peptide synthesis |
| Application | p-hydroxybenzyl alcohol can be used as organic synthesis intermediates. |
| biological activity | 4-Hydroxybenzyl alcohol is a phenolic compound widely distributed in various plants. Has anti-inflammatory, antioxidant, anti-nociceptive activity. Neuroprotective effect. Inhibits Tumor Angiogenesis and growth. |
Last Update：2024-04-09 21:04:16
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