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Dimethyl morpholinophosphoramidate

HCID 11698
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
597-25-1
Standard SMILES
COP(=O)(OC)N1CCOCC1
InChIKey
BZXUQIDKDGGYPB-UHFFFAOYSA-N
Molecular formula
C6H14NO4P
Average molar mass
195.15 g/mol
Monoisotopic mass
195.06604456

Overview

Dimethyl morpholinophosphoramidate is a clear colorless slightly viscous liquid. (NTP, 1992)

Names & identifiers

Preferred name
Dimethyl morpholinophosphoramidate
IUPAC
4-dimethoxyphosphorylmorpholine
English name
Dimethyl morpholinophosphoramidate.
Molecular formula
C6H14NO4P
Molecular weight
195.15

Names & synonyms

597-25-1DIMETHYL MORPHOLINOPHOSPHORAMIDATEDimethyl morpholinophosphonateDimethyl 4-morpholinylphosphonateMorpholinophosphonic acid dimethyl esterDimethylmorpholinophosphoramidateNCI-C54740HC 1717Phosphonic acid, 4-morpholinyl-, dimethyl esterD1B75YF8F1Phosphonic acid, morpholino-, dimethyl esterDTXSID5020495
Show more names
PHOSPHONICACID,MORPHOLINO-,DIMETHYLESTERN,N-oxydiethylene-O,O-dimethylphosphoramidatePhosphonic acid, P-4-morpholinyl-, dimethyl ester
DM-MPRefChem:134257DTXCID70495dimethyl (morpholin-4-yl)phosphonate4-dimethoxyphosphorylmorpholineMFCD00514647dimethyl morpholin-4-ylphosphonateDimethyl morpholinophosphoramidate.

Database identifiers

CAS
597-25-1
PubChem CID
11698
DTXSID
DTXSID5020495
UNII

Properties

Computed structural properties

XLogP
-0.7
Topological polar surface area
48 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
3
Heavy atoms
12
Formal charge
0
Complexity
172

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Organophosphates, Other
Density1.2237 at 77 °F (NTP, 1992) - Denser than water; will sink
Solubilitygreater than or equal to 100 mg/mL at 64 °F (NTP, 1992)
Flash Pointgreater than 200 °F (NTP, 1992)
Boiling Point401 °F at 768 mmHg (decomposes) (NTP, 1992)
Vapor Pressure · 2 items

1.4 mmHg at 73 °F ; 2.0 mmHg at 104 °F; 7.1 mmHg at 164.3 °F (NTP, 1992)

1.4 [mmHg]

Physical Description · 2 items

Dimethyl morpholinophosphoramidate is a clear colorless slightly viscous liquid. (NTP, 1992)

Clear colorless liquid; [CAMEO]

Physicochemical properties

Boiling point
42.3 °C · 42.3°C

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Fire HazardsThis chemical is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits very toxic fumes of nitrogen oxides and phosphorous oxides. (NTP, 1992)
Hazards Summary · 1 item

Slowly hydrolyzed by moisture; [CAMEO] Dermal application for 100 days produced no effects in rabbits, and no effects to reproduction in rats; Not mutagenic in four strains of Salmonella typhimurium; An increase in frequency of mononuclear cell leukemia seen in two year gavage study with rats (no evidence of carcinogenicity in mice); [HSDB] Mutagenic and tumorigenic effects; [RTECS]

Reactive GroupAmines, Phosphines, and Pyridines
Special ReportsDHHS/NTP; Toxicology & Carcinogenesis Studies of Dimethylmorpholinophosphoramidate in F344/N Rats and B6C3F1 Mice Technical Report Series No. 298 (1986) NIH Publication No. 86-2554
Reactivity ProfileWater soluble. Hydrolysis occurs rapidly on exposure to acids. (NTP, 1992)
Air and Water ReactionsSensitive to prolonged exposure to air. Water soluble. Slowly hydrolyzes upon exposure to moisture.

Chemistry & industry

Pharmacology

Absorption, Distribution and Excretion · 2 items

DIMETHYLMORPHOLINOPHOSPHORAMIDATE INJECTED INTO RATS WAS NOT ACCUMULATED IN ANY TISSUES & LEVELS APPROACHING 0 WERE OBSERVED AT 40 HR AFTER INJECTION. URINE LEVELS WERE REDUCED TO 0 BY 4 DAYS AFTER INJECTION.

URINARY EXCRETION RATE WAS DETERMINED FOR 4, 8, 12 & 24 HR PERIODS FOLLOWING ITS IM INJECTION INTO HUMANS. WHEN DMMPA WAS INJECTED INTO DELTOID MUSCLE, IT COULD BE DETECTED IN URINE FOR 6 DAYS BUT NOT ON THE 7TH DAY.

Uses & manufacturing

Uses · 3 items

Used to simulate chemical agents to study the effectiveness of chemical defense procedures and as a proposed anticholinesterase stimulant (military training); [HSDB]

SIMULANT FOR CHEMICAL AGENTS IN STUDYING EFFECTIVENESSS IN CHEMICAL DEFENSE PROCEDURES

PROPOSED ANTICHOLINESTERASE SIMULANT (MILITARY TRAINING)

U.S. Exports · 2 items

(1977) No Data

(1979) No Data

U.S. Imports · 2 items

(1977) No Data

(1979) No Data

U.S. Production · 2 items

(1977) NOT PRODUCED COMMERCIALLY IN US

(1979) NOT PRODUCED COMMERCIALLY IN US

Applications

General DescriptionClear colorless slightly viscous liquid.

Suppliers2 total

安徽欣赢科技有限公司17356895373 · [email protected]
Anhui Xinying Technology Co., Ltd

Related reactions

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New reaction record

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
D1B75YF8F1
EC Number
800-217-8
Nikkaji
J15.440G
Toxicology and Carcinogenesis
Toxicology and Carcinogenesis Studies of Dimethyl Morpholinophosphoramidate (CASRN 597-25-1) in F344/N Rats and B6C3F1 Mice (Gavage Studies)
FDA UNII
1 B75YF8F1 · D1B75YF8F1
EPA Substance Registry System
Dimethyl morpholinophosphoramidate (597-25-1)
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
312 · H312-H332-H302
Precautionary statements
261 · P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501
HS Code
2934999090 · 2934999090
Hazardous Substances Data
597 · 597-25-1(Hazardous Substances Data)
Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, use absorbent paper to pick up all liquid spill material. Seal the absorbent paper, as well as any of your clothing which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Wash any surfaces you may have contaminated with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.

Toxicology

Ongoing Test Status · 1 item

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=597-25-1]

Carcinogen Classification · 6 items

Dimethyl morpholinophosphoramidate

TR-298: Toxicology and Carcinogenesis Studies of Dimethyl Morpholinophosphoramidate (CASRN 597-25-1) in F344/N Rats and B6C3F1 Mice (Gavage Studies) (1986 )

11/02/84

Some Evidence

Some Evidence

No Evidence

Non-Human Toxicity Excerpts · 5 items

100 DAYS OF DERMAL APPLICATIONS TO RABBITS WAS WITHOUT EFFECT. THE SAME TREATMENT TO BOTH MALE & FEMALE RATS DID NOT EFFECT BREEDING. HIGHEST DOSE HAVING NO EFFECT WAS 0.5 G/KG/DAY.

DMMPA SHOWED VERY LOW TOXICITY WHEN ADMIN ACUTELY TO MICE, & 28 DAYS OF APPLICATION TO SKIN OF RATS & RABBITS PRODUCED NO EVIDENCE OF DAMAGE TO SKIN.

IN MICE, RATS & RABBITS MAXIMUM NONTOXIC DOSE WAS IN NO CASE LESS THAN THE ESTIMATED LD(0) DOSE, INDICATING COMPD WAS REMARKABLY NONTOXIC & SAFE FOR ACUTE EXPOSURES OF SMALL AMT TO MAN.

Dimethyl morpholinophosphoramidate was evaluated for mutagenicity in the Salmonella/microsome preincubation assay using a standard protocol approved by the National Toxicology Program. Doses of 0, 100, 333, 1000, 3333, and 10,000 ug/plate were tested in four Salmonella typhimurium strains (TA98, TA100, TA1535, and TA1537) in the presence and absence of Aroclor-induced rat or hamster liver S9. These tests were negative and the highest ineffective dose level tested in any Salmonella tester strain was 10,000 ug/plate.

... Under the conditions of these 2 yr gavage studies, there was some evidence of carcinogenicity for male and female F344/N rats given dimethyl morpholinophosphoramidate, as indicated by incr incidences of mononuclear cell leukemia. There was no evidence of carcinogenicity for male and female B6C3F1 mice given dimethyl morpholinophosphoramidate at doses of 150 (male), 300 or 600 (female) mg/kg for 2 yr.

National Toxicology Program Studies · 1 item

... In the 2 yr toxicology and carcinogenesis studies, groups of 50 male and 50 female F344/N rats were given dimethylmorpholinophosphoramidate in corn oil by gavage at doses of 0, 150, 300, or 600 mg/kg body weight, 5 days per week for 103 weeks. Groups of 50 male B6C3F1 mice were given dimethylmorpholinophosphoramidate at 0, 150, 300 mg/kg body weight, and groups of 50 female B6C3F1 mice were given dimethylmorpholinophosphoramide at 0, 300, 600 mg/kg body weight on the same schedule. ... Under the conditions of these 2 yr gavage studies, there was some evidence of carcinogenicity for male and female F344/N rats given dimethyl morpholinophosphoramidate, as indicated by incr incidences of mononuclear cell leukemia. There was no evidence of carcinogenicity for male and female B6C3F1 mice given dimethyl morpholinophosphoramidate at doses of 150 (male), 300 or 600 (female) mg/kg for 2 yr.

Non-Human Toxicity ValuesLD50 MICE INTRAVENOUS 1717 MG/KG

Safety data

hs_code
2934999090
Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H312-H332-H302
Precautionary statements
P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501
Hazardous Substances Data
597-25-1(Hazardous Substances Data)
+undefined18334320925 · [email protected]