 Home > Encyclopedia > Tilorone hydrochloride

Tilorone hydrochloride

Tilorone hydrochloride structure

CAS No:
27591-69-1
Formula:
C25H34N2O3.2ClH
Chemical Name:
Tilorone hydrochloride
Synonyms:
9H-Fluoren-9-one,2,7-bis[2-(diethylamino)ethoxy]-,hydrochloride (1:2);Fluoren-9-one,2,7-bis[2-(diethylamino)ethoxy]-,dihydrochloride;9H-Fluoren-9-one,2,7-bis[2-(diethylamino)ethoxy]-,dihydrochloride;Tilorone dihydrochloride;Tilorone hydrochloride;DEAE-F;RMI 10008DA;RMI 10028DA;Amyxin;NSC 143969;Amixinum;33562-94-6;93968-77-5
Categories:
Active Pharmaceutical Ingredients > Synthetic Anti-infective Drugs

Description

Tilorone dihydrochloride is the first recognized synthetic, small molecular weight compound that is an orally active interferon inducer, used as an antiviral drug.

Tilorone dihydrochloride is the dihydrochloride salt of tilorone. It is used as an antiviral drug to treat influenza, herpes infection, viral hepatitis, acute respiratory viral infections and SARS. It has a role as an anti-inflammatory agent, an antineoplastic agent, an interferon inducer, a nicotinic acetylcholine receptor agonist and an antiviral drug. It contains a tilorone(2+).|An antiviral agent used as its hydrochloride. It is the first recognized synthetic, low-molecular-weight compound that is an orally active interferon inducer, and is also reported to have antineoplastic and anti-inflammatory actions.

Tilorone hydrochloride Basic Attributes

Molecular Weight：

483.47

Exact Mass：

482.210297

UNII：

BJ507J4LKY

HScode：

2922509090

Characteristics

PSA：

XLogP3：

5.94320

Appearance：

orange yellow crystal powder

Density：

1.102g/cm3

Melting Point：

235-237 °C

Boiling Point：

552.3°C at 760 mmHg

Flash Point：

287.8ºC

Vapor Pressure：

3.05E-12mmHg at 25°C

Toxicity：

LD50 in mice, rats (single dose): 959, 852 mg/kg orally; 145, 244 mg/kg i.p. (Krueger, Mayer)

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

20/21/22-36/37/38-40

safety instructions：

7-22-26-37/39

RTECS Number：

LL9000000

Marks：

Precautionary statement(s)：

P261-P280-P305 + P351 + P338

Hazard Statements：

H302 + H312 + H332-H315-H319-H335-H351

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 41 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)|Agents that promote the production and release of interferons. They include mitogens, lipopolysaccharides, and the synthetic polymers Poly A-U and Poly I-C. Viruses, bacteria, and protozoa have been also known to induce interferons. (See all compounds classified as Interferon Inducers.)|Substances that reduce or suppress INFLAMMATION. (See all compounds classified as Anti-Inflammatory Agents.)|Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)

MeSH Entry Terms：

Amiksin

Tilorone hydrochloride Use and Manufacturing

Methods of Manufacturing

A mixture of 2 (100 g, 0.47 mol), 2-diethylaminoethyl chloride hydrochloride (300 g, 1.74 mol), KOH (225 g, 4.01 mol), water (320 mL)and toluene (1.5 L) was refluxed for 24 h. The emulsion was cooled, and then organic layer was separated, washed with KOH aq. (3 mol/L, 500 mL) and concentrated up to dryness in vacuum. The residue was dissolved in anhydrous ethanol (420 g) and acidified with gasified HCl to pH 3.0. The orange product was recrystallized with ethanol, filtered, and dried to give 200 g of compound 1 in a yield of 93percent; m.p. 231–233 °C (Lit. 235–236 C [22]); IR (KBr), ν (cm1): 2943.3, 2596.5 (CH), 1708.9(C=O); ESI-MS (m/z): 411.0 [M + H]+, C25H34N2O3 (MW. = 410.3); 1H-NMR (400 MHz, D2O), δ (ppm):7.12 (d, J = 6.5 Hz, 2H), 6.99 (dd, J = 6.5, 1.6 Hz, 2H), 6.89 (d, J = 1.6 Hz, 2H), 4.39 (t, J = 3.6 Hz, 4H), 3.68(t, J = 3.6 Hz, 4H), 3.42 (q, J = 5.6 Hz, 8H), 1.44 (t, J = 5.8 Hz, 12H).

Uses

antiviral

Computed Properties

Molecular Weight:483.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:12
Exact Mass:482.2102984
Monoisotopic Mass:482.2102984
Topological Polar Surface Area:42
Heavy Atom Count:32
Complexity:477
Covalently-Bonded Unit Count:3
Compound Is Canonicalized:Yes

Recommended Suppliers of Tilorone hydrochloride

HANGZHOU LEAP CHEM CO., LTD. Contact Supplier

CN
5 YRS

Business licensed

Trader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives

Tilorone dihydrochloride

CAS No.: 27591-69-1

Content: 99.00%

Inquiry
Henan Lihao Chem Plant Limited Contact Supplier

CN
5 YRS

Business licensed

Trader Supplier of PVC resin,pvc paste resin,melamine

Tilorone dihydrochloride 99% see COA kanbei

CAS No.: 27591-69-1

Grade: Industrial Grade

Content: 99%

Inquiry
Compound Net Biotechnology Inc. Contact Supplier

CN
2 YRS

Business licensed Certified factory

Manufactory Supplier of 4-(Pentafluorothio)aniline,Pentafluoro,Pentafluorothio,Pentafluorosulfur,[4-(bromomethyl)phenyl]-pentafluoro-lambda6-sulfane,[4-(pentafluoro-sulfanyl)phenyl]acetic acid

27591-69-1 2,7-bis[2-(diethylamino)ethoxy]fluoren-9-one;dihydrochloride

CAS No.: 27591-69-1

Grade: Industrial Grade

Content: 95%

Inquiry