hexachlorophene
Approved
Apr 19, 1949
Hexachlorophene, also known as Nabac, is an organochlorine compound that was once widely used as a disinfectant. The compound occurs as a white odorless solid, although commercial samples can be off-white and possess a slightly phenolic odor. It is insoluble in water but dissolves in acetone, ethanol, diethyl ether, and chloroform. Exact mechanism(s) of action unknown, but at low concentrations appears to interrupt bacterial electron transport and inhibit membrane-bound enzymes. Higher concentrations rupture bacterial membranes. It induces leakage, causes protoplast lysis, and inhibits respiration. In medicine, hexachlorophene is a useful as a topical anti-infective, anti-bacterial agent, often used in soaps and toothpaste. It is also used in agriculture as a soil fungicide, plant bactericide, and acaricide. — NCATS
Clinical trial activity
2 trials · 4 clinical orgs · 13 marketing orgs
Earliest trial started Aug 1, 2006 (NCT01049438)
Timeline
1940s
- Apr 19, 1949
Sanofi-Aventis — Earliest FDA Approval
- Apr 19, 1949
Sanofi-Aventis — NDA Secondary Org
- Apr 19, 1949
Sanofi-Aventis — NDA Organization
1970s
- Sep 18, 1974
Huntington Laboratories — NDA Secondary Org
- Mar 10, 1976
Henkel — Marketing Organization
- Mar 10, 1976
Henkel — NDA Secondary Org
- Jul 8, 1976
Becton Dickinson — NDA Secondary Org
- Feb 22, 1977
3M — NDA Secondary Org
- Jan 31, 1978
Arbrook Medical & Surgical Sup — Marketing Organization
- Jan 31, 1978
Arbrook Medical & Surgical Sup — NDA Secondary Org
- Oct 12, 1978
Davis & Geck — NDA Secondary Org
- Oct 12, 1978
American Cyanamid — NDA Secondary Org
Indications
Approved for
Mechanism of action
FABI inhibitor
Broad spectrum
Approval history
- approvedApr 19, 1949
Chemistry & pharmacology
SMILES
OC1=C(CC2=C(O)C(Cl)=CC(Cl)=C2Cl)C(Cl)=C(Cl)C=C1Cl- Mol. weight
- 406.904 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Racemic Mixture
- Inorganic
- No
- Polymer
- No
- Availability
- Prescription Only
Oral
No
Parenteral
No
Topical
No
Sources
- WikipediaHexachlorophene ↗
- NCATSIWW5FV6NK2 ↗
- ChEMBLCHEMBL849 ↗
- ChEMBLCHEMBL496 ↗
- ChEMBLCHEMBL1446650 ↗
Also known as
- 2,2',3,3',5,5'-hexachloro-6,6'-dihydroxydiphenylmethane
- 2,2',3,3',5,5'-hexachloro-6,6'-dihydroxydiphenylmethane
- 2,2'-dihydroxy-3,3',5,5',6,6'-hexachlorodiphenylmethane
- 2,2'-dihydroxy-3,3',5,5',6,6'-hexachlorodiphenylmethane
- 2,2'-dihydroxy-3,5,6,3',5',6'-hexachlorodiphenylmethane
- 2,2'-dihydroxy-3,5,6,3',5',6'-hexachlorodiphenylmethane
- 2,2'-methanediylbis(3,4,6-trichlorophenol)
- 2,2'-methanediylbis(3,4,6-trichlorophenol)
- 2,2'-methylenebis(3,4,6-trichlorophenol)
- 2,2'-methylenebis(3,4,6-trichlorophenol)
- almederm
- bis(2-hydroxy-3,5,6-trichlorophenyl)methane
- bis(2-hydroxy-3,5,6-trichlorophenyl)methane
- bis(3,5,6-trichloro-2-hydroxyphenyl)methane
- bis(3,5,6-trichloro-2-hydroxyphenyl)methane
- ch-3565
- ch-3565
- cloxifenol
- cloxifenol
- dermadex
- dndi1246774
- dndi1246774
- exofene
- fomac
- fomac
- gamophen
- gamophen
- gamophene
- gamophene
- germa-medica
- germa-medica
- germa-medica mg
- germa-medica mg
- hexachlorofen
- hexachlorophen
- hexachlorophene
- hexachlorophene
- hexachlorophene
- hexachlorophene
- hexachlorophene
- hexachlorophene
- hexachlorophene
- hexachlorophene
- hexachlorophene
- hexachlorophene
- hexachlorophene
- hexachlorophene
- hexachlorophène
- hexachlorophène
- hexachlorophenum
- hexachlorophenum
- hexaclorofeno
- hexaclorofeno
- hexa-germ
- hexa-germ
- hexascrub
- hexascrub
- hexophene
- phisohex
- phisohex
- phiso-scrub
- phiso-scrub
- pre-op
- pre-op
- pre-op ii
- pre-op ii
- scrubteam surgical spongebrush
- scrubteam surgical spongebrush
- septi-soft
- septi-soft
- septisol
- septisol
- soy-dome
- soy-dome
- turgex
- turgex
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT00631566 | N/A | May 1, 2007 | National Institute of Allergy and Infectious Diseases (NIAID), Uniformed Services University of the Health Sciences, United States Army |
| NCT01049438 | N/A | Aug 1, 2006 | University of California, San Francisco |
Organizations
Research & Development (4)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| National Institute of Allergy and Infectious Diseases (NIAID) | Government | 1 | 0 | 1 | 2007 |
| Uniformed Services University of the Health Sciences | Government | 1 | 1 | 1 | 2007 |
| United States Army | Government | 1 | 0 | 1 | 2007 |
| University of California, San Francisco | Academic/Hospital | 1 | 1 | 1 | 2006 |
Marketing (16)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| 3M | For profit | NDA2 | Feb 22, 1977 |
| American Cyanamid | For profit | NDA2 | Oct 12, 1978 |
| Arbrook Medical & Surgical Sup | For profit | MKTG | Jan 31, 1978 |
| Arbrook Medical & Surgical Sup | For profit | NDA2 | Jan 31, 1978 |
| Bayer | For profit | NDA2 | — |
| Becton Dickinson | For profit | NDA2 | Jul 8, 1976 |
| CALGON | For profit | NDA2 | — |
| Davis & Geck | For profit | NDA2 | Oct 12, 1978 |
| Henkel | For profit | MKTG | Mar 10, 1976 |
| Henkel | For profit | NDA2 | Mar 10, 1976 |
| Huntington Laboratories | For profit | NDA2 | Sep 18, 1974 |
| Merck | For profit | NDA2 | — |
| PDI Healthcare | For profit | NDA2 | — |
| Sanofi-Aventis | For profit | NDA2 | Apr 19, 1949 |
| Sanofi-Aventis | For profit | NDA | Apr 19, 1949 |
| Xttrium Laboratories | For profit | NDA2 | — |