Basic information
- CAS
12041-76-8- Standard SMILES
OCc1ccc(Cl)cc1Cl- InChIKey
DBHODFSFBXJZNY-UHFFFAOYSA-N- Molecular formula
- C7H6Cl2O
- Average molar mass
- 177.02 g/mol
- Monoisotopic mass
- 175.9795702
Names & identifiers
- Preferred name
- 2,4-Dichlorobenzyl alcohol
- IUPAC
- (2,4-dichlorophenyl)methanol
- English name
- 2,4-Dichlorobenzyl alcohol
- Molecular formula
- C7H6Cl2O
- Molecular weight
- 177.03
Names & synonyms
2,4-Dichlorobenzyl alcohol1777-82-8(2,4-Dichlorophenyl)methanolDybenalDichlorobenzyl alcoholRapidosept2,4-DichlorobenzenemethanolBenzyl alcohol, 2,4-dichloro-NSC-15635DTXSID9041362CHEBI:482201NKX3648J9
Show more names
2,4-dichloro-benzylalcohobenzylalcohol,2,4-dichloro-4-Dichlorobenzyl alcoholMyacidemyacidespDYBENAL(R)RARECHEM AL BD 00192,4-Dichlorobenzyl a
DTXCID7021362RefChem:133037DTXCID2075346217-210-5DichlorobenzenemethanolDTXSID40152855Benzenemethanol, 2,4-dichloro-Myacide SP
Database identifiers
- CAS
12041-76-8、1777-82-8- PubChem CID
- 15684
- DTXSID
DTXSID9041362- ChEMBL
CHEMBL3184437- ChEBI
CHEBI:48220- UNII
- 1NKX3648J9
- EC Number
- 217-210-5
- Nikkaji
- J28.521H
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 108
Experimental & physicochemical properties
LogP2.36
SolubilitySlightly Soluble
Boiling Point150
Melting Point55-58 ºC
Physicochemical properties
- Melting point
- 55 · 55-58 °C(lit.)
- Boiling point
- 150 °C · 150 °C (25 mmHg)
- Density
- 1.297 · 1.2970 (rough estimate)
- vapor pressure
- 0.154 Pa · 0.154Pa at 25℃
- refractive index
- 1.5756 · 1.5756 (estimate)
- Flash point
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C
- solubility
- 1 g/l · 1g/l
- pka
- 13.6 · 13.60±0.10(Predicted)
- form
- Solid
- color
- White to Off-White
- Water Solubility
- Soluble in water, methanol and chloroform.
- Merck
- 14 · 14,3060
- BRN
- 1448652 · 1448652
- Cosmetics Ingredients Functions
- PRESERVATIVEANTIMICROBIAL
- InChI
- 1S/C7H6Cl2O/c8-6-2-1-5(4-10)7(9)3-6/h1-3,10H,4H2
- InChIKey
- DBHODFSFBXJZNY-UHFFFAOYSA-N
- SMILES
- OCc1ccc(Cl)cc1Cl
- LogP
- 2.8 at · 2.8 at 24℃
- CAS DataBase Reference
- 1777 · 1777-82-8(CAS DataBase Reference)
- FDA UNII
- 1 NKX3648J9 · 1NKX3648J9
- EPA Substance Registry System
- 2 · 2,4-Dichlorobenzenemethanol (1777-82-8)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 5 · GHS05,GHS07
- Signal word
- Danger
- Hazard statements
- 318 · H318-H332-H412
- Precautionary statements
- 261 · P261-P271-P273-P280-P304+P340+P312-P305+P351+P338
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 24 · 24/25
- WGK Germany
- 2 · 2
- RTECS
- 890000 · DO0890000
- Hazard Note
- Irritant
- HS Code
- 29062900 · 29062900
- Storage Class
- 13 · 13 - Non Combustible Solids
- Hazard Classifications
- 4 InhalationAquatic · Acute Tox. 4 InhalationAquatic Chronic 3Eye Dam. 1
- Toxicity
- 50 · mouse,LD50,oral,2300mg/kg (2300mg/kg),Cosmetics and Toiletries. Vol. 95(6), Pg. 59, 1980.
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 0.2% (1 of 400) of reports.
Danger
H318 (31.2%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H332 (28.7%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H412 (96.8%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P261, P264+P265, P271, P273, P280, P304+P340, P305+P354+P338, P317, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 400 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 1 of 400 reports by companies.；There are 9 notifications provided by 399 of 400 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: Benzenemethanol, 2,4-dichloro-
Status: Active Update: 13-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/23988
2,4-Dichlorobenzyl alcohol: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Benzenemethanol, 2,4-dichloro-: Human health tier I assessment
Hazard Classes and CategoriesEye Dam. 1 (31.2%)；Acute Tox. 4 (28.7%)；Aquatic Chronic 3 (96.8%)
Regulatory information
Regulatory Information
Chemical: Benzenemethanol, 2,4-dichloro-
Status: Active Update: 13-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/23988
2,4-Dichlorobenzyl alcohol: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 2
- rtecs
- DO0890000
- hs_code
- 29062900
- Toxicity
- mouse,LD50,oral,2300mg/kg (2300mg/kg),Cosmetics and Toiletries. Vol. 95(6), Pg. 59, 1980.
- risk_code
- 36/37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 24/25
- Storage Class
- 13 - Non Combustible Solids
- Hazard statements
- H318-H332-H412
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 InhalationAquatic Chronic 3Eye Dam. 1
- Precautionary statements
- P261-P271-P273-P280-P304+P340+P312-P305+P351+P338
Chemistry & industry
Pharmacology
ATC Code
R - Respiratory system；R02 - Throat preparations；R02A - Throat preparations；R02AA - Antiseptics；R02AA03 - Dichlorobenzyl alcohol
QR - Respiratory system；QR02 - Throat preparations；QR02A - Throat preparations；QR02AA - Antiseptics；QR02AA03 - Dichlorobenzyl alcohol
Protein BindingThis pharmacokinetic property has not been fully studied.
Pharmacodynamics
In vitro studies with the combination of dichlorobenzyl alcohol and amylmetacresol have shown a virucidal against a number of viruses associated with the common cold which is observed by a reduction in the viral load. In clinical trials, administration of dichlorobenzyl alcohol lozenges has been shown to generate a reduced throat soreness and to provide pain relief and relief from difficulty in swallowing 5 minutes after administration. This effect can last for even 2 hours. The relief effect was shown to reach a steady-state after 45 minutes.
Mechanism of Action
The use of dichlorobenzyl alcohol has been related to its antibacterial, antiviral and local anesthetic properties. The local anesthetic action of dichlorobenzyl alcohol is thought to be due to a reduced sodium channel blockade. The antiseptic mechanism of action of dichlorobenzyl alcohol is not fully understood but it is thought to be related to a denaturation of external proteins and rearrangement of the tertiary structure proteins.
Biological Half-LifeThis pharmacokinetic property has not been fully studied.
Metabolism/MetabolitesDichlorobenzyl alcohol is metabolized in the liver to form hippuric acid.
Absorption, Distribution and Excretion
Dichlorobenzyl alcohol is released almost immediately from its formulation and reaches peak concentration after 3-4 minutes. The concentration in saliva after 120 minutes represents about 50% of the administered dose.
In preclinical trials, dermal administration of dichlorobenzyl alcohol results in renal elimination of 90% of the administered dose. After metabolism, dichlorobenzyl alcohol is excreted in the urine.
This pharmacokinetic property has not been fully studied.
This pharmacokinetic property has not been fully studied.
Uses & manufacturing
UsesUse (kg; approx.) in Germany (2009): >100；Consumption (g per capita; approx.) in Germany (2009): 0.00122；Calculated removal (%): 24.1
Household ProductsInformation on 1 consumer products that contain Dichlorobenzyl Alcohol in the following categories is provided:；• Personal Care
Use ClassificationCosmetics -> Preservative
Applications
UsesAn surgical antiseptic.
Uses2,4-Dichlorobenzyl alcohol is an antiseptic found in commercially available throat lozenges. Also used deactivate Respiratory syncytial virus and SARS-Cov.
General Description2,4-Dichlorobenzyl alcohol is a constituent of commercially available lozenges for acute sore throat caused by upper respiratory tract infections.
Upstream & downstream products
Downstream products
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
兰州大圆新材料科技有限公司13992067598 · [email protected]
南京译源生物科技有限公司18915107665 18061915908 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
Hong Kong Tiansheng New Material Trading Co., Ltd+8617320695765 · [email protected]
河北创海生物科技有限公司+86-86-13131129325 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
韶远科技（上海）有限公司021-50795510 4000665055 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
阿法埃莎（中国）化学有限公司400-6106006 · [email protected]
太原市瑞和丰科贸有限公司+86 351 7031519 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
石家庄斯迪亚诺精细化工有限公司0311-89250318 13582355795 · [email protected]
上海速博化学科技有限公司21-54820552 17702105771
上海瀚鸿科技股份有限公司021-54306202 13764082696 · [email protected]
上海柯维化学技术有限公司021-64609169 18901607656 · [email protected]
上海钰康生物科技有限公司+86-18930848214 +86-021-56762820 · [email protected]
Pure Chemistry Scientific Inc.001-857-928-2050 or 1-888-588-9418 · [email protected]
上海泰坦科技股份有限公司400-6009262 15618770481 · [email protected]
上海忆嵘生物科技有限公司18049974220 · [email protected]
孝感深远化工有限公司15527621225; 15527621225 · [email protected]
玛雅试剂+86 (573) 82222445 (0)18006601000 452520369 · [email protected]
上海耐士化工科技有限公司400-188-0725 +86 21 34310725 13611771617
天津希恩思生化科技有限公司400 638 7771 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
江苏艾康生物医药研发有限公司025-66113011 13913916777 · [email protected]
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
上海贤鼎生物科技有限公司4009209199 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]
无锡中坤生化科技有限公司+86 0510-85629785
上海贺康生物技术有限公司17721021104 18939837085 · [email protected]
台州市道可道化工有限公司0576-58336633 18658336633 · [email protected]
上海湄水化工科技有限公司021-60549325 18616193163
HBCChem, Inc.+1-510-219-6317 · [email protected]
Labnetwork lnc.+86-27-50766799 +86-18062016861 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
潍坊鲁泽新材料有限公司0536-7971999 13583611556 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]
上海孚一生物科技有限公司+86 (21) 61124340
凯试（上海）科技有限公司021-50135380 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
Additional notes
DefinitionChEBI: A member of the class of benzyl alcohols that is benzyl alcohol in which the hydrogens at positions 2 and 4 are replaced by chlorines. It has a role as an antiseptic drug. It is a member of benzyl alcohols and a dichlorobenzene.
Related reactions
25 records
Compound notes
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