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Substance Name: Methenamine [USP:INN]
RN: 100-97-0
UNII: J50OIX95QV
InChIKey: VKYKSIONXSXAKP-UHFFFAOYSA-N
Note
- An anti-infective agent most commonly used in the treatment of urinary tract infections. Its anti-infective action derives from the slow release of formaldehyde by hydrolysis at acidic pH. (From Martindale, The Extra Pharmacopoeia, 30th ed, p173)
Molecular Formula
- C6-H12-N4
Molecular Weight
- 140.1888
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anti-Infective Agents
- Anti-Infective Agents, Urinary
- Antibacterial (Urinary)
- Drug / Therapeutic Agent
- Mutation Data
- Renal Agents
- Tumor Data
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Other Resources (Internet Locators)
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Names and Synonyms
Name of Substance
- Hexamethylene tetramine
- Hexamethyleneamine
- Methenamine
- Methenamine [USP:INN]
MeSH Heading
- Methenamine
Synonyms
- 1,3,5,7-Tetraazaadamantane
- 1,3,5,7-Tetraazatricyclo (3.3.1.1(3,7))decane
- 1,3,5,7-Tetraazatricyclo(3.3.1.1(sup 3,7))decane
- 1,3,5,7-Tetraazatricyclo(3.3.1.1(sup 37))decane
- Aceto HMT
- AI3-09611
- Aminoform
- Aminoformaldehyde
- Ammoform
- Ammonioformaldehyde
- Antihydral
- Caswell No. 482
- CCRIS 2297
- Cohedur H 30
- Cystamin
- Cystogen
- Duirexol
- EC 202-905-8
- EINECS 202-905-8
- Ekagom H
- EL 10
- EL 10 (corrosion inhibitor)
- EPA Pesticide Chemical Code 045501
- Esametilentetramina
- Esametilentetramina [Italian]
- Formamine
- Formin
- Formin (heterocycle)
- HA
- Heksa K
- Herax UTS
- Heterin
- Hexa
- Hexa (vulcanization accelerator)
- Hexa B
- Hexa-Flo-Pulver
- Hexaform
- Hexaloids
- Hexamethylenamine
- Hexamethyleneamine
- Hexamethylenetetraamine
- Hexamethylenetetramine
- Hexamethylenetetraminum
- Hexamethylentetramin
- Hexamethylentetramin [German]
- Hexamethylentetramine
- Hexamethylentetraminum
- Hexamine
- Hexamine (heterocycle)
- Hexamine Superfine
- Hexaminum
- Hexasan
- Hexasan (VAN)
- Hexilmethylenamine
- HMT
- HMTA
- HSDB 563
- Metenamina
- Metenamina [INN-Spanish]
- Methenamide
- Methenamin
- Methenamine
- Methenaminum
- Methenaminum [INN-Latin]
- Metramine
- Nocceler H
- Nocceler H-PO
- NSC 26346
- NSC 403347
- Preparation AF
- Resotropin
- Rhenogran HEXA 80
- S 4
- S 4 (heterocycle)
- Sanceler H
- Sanceler HT
- Sanceler HT-PO
- Thixon 715B
- UNII-J50OIX95QV
- Uramin
- Uratrine
- Uritone
- Urodeine
- Urotropin
- Urotropine
- Vulkacit H 30
- Xametrin
Systematic Names
- 1,3,5,7-Tetraazatricyclo(3.3.1.13,7)decane
- Hexamethylenetetramine
- Methenamine
Superlist Names
- 1,3,5,7-Tetraazatricyclo(3.3.1.13,7)decane
- Hexamethylenetetramine
- Hexamethylenetetramine solutions
- Hexamethylenetetramine [UN1328] [Flammable solid]
- Methenamine
- UN1328
Mixture Names
- Cystex
- Uro-phosphate
Registry Numbers
CAS Registry Number
- 100-97-0
FDA UNII
- J50OIX95QV
Other Registry Numbers
- 11103-67-6
- 1556839-80-5
- 15978-33-3
- 187285-07-0
- 56549-34-9
- 74734-16-0
- 91773-48-7
System Generated Number
- 0000100970
Structure Descriptors
InChI
InChI=1S/C6H12N4/c1-7-2-9-4-8(1)5-10(3-7)6-9/h1-6H2InChIKey
VKYKSIONXSXAKP-UHFFFAOYSA-NSmiles
C1N2CN3CN(CN1C3)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LDLo | parenteral | 200mg/kg (200mg/kg) | International Polymer Science and Technology. Vol. 3, Pg. 93, 1976. | |
cat | LDLo | subcutaneous | 200mg/kg (200mg/kg) | "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 84, 1955. | |
guinea pig | LDLo | subcutaneous | 300mg/kg (300mg/kg) | "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 84, 1955. | |
mammal (species unspecified) | LDLo | parenteral | 300mg/kg (300mg/kg) | International Polymer Science and Technology. Vol. 3, Pg. 93, 1976. | |
mouse | LD50 | intravenous | 17700uL/kg (17.7mL/kg) | Antibiotiki. Vol. 20, Pg. 891, 1975. | |
mouse | LD50 | oral | 569mg/kg (569mg/kg) | BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) BEHAVIORAL: EXCITEMENT | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 35(3), Pg. 115, 1970. |
mouse | LD50 | subcutaneous | 215mg/kg (215mg/kg) | GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS BEHAVIORAL: TREMOR | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 225, Pg. 428, 1955. |
mouse | LDLo | parenteral | 450mg/kg (450mg/kg) | International Polymer Science and Technology. Vol. 3, Pg. 93, 1976. | |
rat | LD50 | intravenous | 9200mg/kg (9200mg/kg) | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 221, Pg. 166, 1954. | |
rat | LDLo | parenteral | 200mg/kg (200mg/kg) | International Polymer Science and Technology. Vol. 3, Pg. 93, 1976. | |
rat | LDLo | subcutaneous | 200mg/kg (200mg/kg) | "Handbook of Toxicology," 4 vols., Philadelphia, W.B. Saunders Co., 1956-59Vol. 1, Pg. 84, 1955. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | >250 | deg C | EXP | |
log P (octanol-water) | -4.150 | (none) | EST | |
Water Solubility | 4.49E+05 | mg/L | 12 | EXP |
Vapor Pressure | 0.004 | mm Hg | 25 | EXP |
Henry's Law Constant | 1.64E-09 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 5.09E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.