Prostaglandin F2a

354.49

354.48

215-355-9

B7IN85G1HY

DTXSID9022946

C65413

White to light brown

G - Genito urinary system and sex hormones

97.99000

2.14

White to off-white crystalline solid.

1.0458 (rough estimate)

25-35°

407.69°C (rough estimate)

289.0±26.6 °C

1.6120 (estimate)

FREELY SOL IN METHANOL, ABSOLUTE ETHANOL; FREELY SOL IN ETHYL ACETATE, CHLOROFORM; SLIGHTLY SOL IN WATER

Store in a tightly closed container.

LD50 in rabbits (mg/kg): 2.5-5.0 i.v.; 2.5-5.0 i.m. (Fujita)

D25 +23.5° (c = 1 in tetrahydrofuran)

pKa 4.90(H2O,t=25±2,I=0.0，c<0.01,N2) (Uncertain)

205.7 Ų [M+Na]+ [CCS Type: DT, Method: stepped-field]|207.33 Ų [M+Na]+ [CCS Type: DT, Method: stepped-field]|194.77 Ų [M-H]- [CCS Type: DT, Method: stepped-field]|194.1 Ų [M-H]-

ODORLESS, BITTER-TASTING /DINOPROST TROMETHAMINE/|MP APPROX 100 °C /DINOPROST TROMETHAMINE/|WHITE OR OFF-WHITE CRYSTALLINE POWDER /DINOPROST TROMETHAMINE/

Store at -20°C

I

1.1A

224

WGK 3

S28

STABLE IN LIGHT, AIR, & HEAT /DINOPROST TROMETHAMINE/

P201, P202, P264, P270, P281, P301+P312, P308+P313, P330, P405, P501

H302

|Danger|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P260, P264, P270, P280, P281, P301+P312, P305+P351+P338, P307+P311, P308+P313, P314, P321, P330, P337+P313, P405, and P501|Aggregated GHS information provided by 38 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

CONTRACTIONS IN RESPONSE TO PROSTAGLANDIN F2ALPHA IN HUMAN ISOLATED BRONCHIAL MUSCLE ARE INHIBITED BY FENAMATES, PHENYLBUTAZONE, &, LESS POTENTLY, ASPIRIN.

Abortifacient Agents, Nonsteroidal; Oxytocics|...SOME PHYSICIANS PREFER TO DEFER ABORTION UNTIL AFTER 16TH WK, WHEN INTRA-AMNIOTIC ROUTE CAN BE EMPLOYED MORE SAFELY. /DINOPROST TROMETHAMINE/|EXTRA-AMNIOTIC TECHNIQUE, WHICH IS STILL INVESTIGATIONAL, REQUIRES TRANSVAGINAL INTRAUTERINE EXTRAOVULAR PLACEMENT OF INDWELLING CATHETER. ... RESERVED FOR TERMINATION OF PREGNANCIES BETWEEN 13TH & 15TH WK... /DINOPROST TROMETHAMINE/|DOSAGE THAT ACHIEVES EFFECTIVE CONCN WITHIN MYOMETRIUM IS LOWEST WITH INTRAUTERINE ADMIN. INTRA-AMNIOTIC INSTILLATION IS ACCOMPLISHED WITH LONG SPINAL NEEDLE INSERTED TRANSABDOMINALLY INTO AMNIOTIC SAC. /DINOPROST TROMETHAMINE/|For more Therapeutic Uses (Complete) data for PROSTAGLANDIN F2ALPHA (15 total), please visit the HSDB record page.

ASTHMATIC INDIVIDUALS ARE PARTICULARLY SENSITIVE, & PGF2ALPHA HAS CAUSED INTENSE BRONCHOSPASM.|SOME INVESTIGATORS HAVE INDICATED THAT PROSTAGLANDINS MAY SHOW NARROWER DOSE-RESPONSE RANGE FOR PRODN OF PHYSIOLOGICAL CONTRACTIONS & OCCURRENCE OF UTERINE HYPERTONUS, POTENTIAL HAZARD THAT MAY BE AVOIDED BY VERY CAUTIOUS STEPWISE INCREMENTS IN RATE OF INFUSION. /PROSTAGLANDINS/|FOR ABORTION IN 2ND TRIMESTER...RESULTS IN...FREQUENT BUT TOLERABLE SIDE EFFECTS. HOWEVER, FOR VERY EARLY ABORTION (MENSES DELAYED UP TO SEVERAL WK), RATE OF SUCCESS REPORTED IS LOW & SERIOUS SIDE EFFECTS HAVE RESULTED FROM DOSES REQUIRED. /PROSTAGLANDINS/|...CONTRAINDICATED IN ACUTE PELVIC INFLAMMATION. IT SHOULD BE USED CAUTIOUSLY IN PT WITH HISTORY OF HYPERTENSION, ASTHMA, GLAUCOMA, EPILEPSY, OR CARDIOVASCULAR DISEASE.|For more Drug Warnings (Complete) data for PROSTAGLANDIN F2ALPHA (11 total), please visit the HSDB record page.

Drugs that stimulate contraction of the myometrium. They are used to induce LABOR, OBSTETRIC at term, to prevent or control postpartum or postabortion hemorrhage, and to assess fetal status in high risk pregnancies. They may also be used alone or with other drugs to induce abortions (ABORTIFACIENTS). Oxytocics used clinically include the neurohypophyseal hormone OXYTOCIN and certain prostaglandins and ergot alkaloids. (From AMA Drug Evaluations, 1994, p1157) (See all compounds classified as Oxytocics.)|Non-steroidal chemical compounds with abortifacient activity. (See all compounds classified as Abortifacient Agents, Nonsteroidal.)

AMONG COMPD OCCURRING IN SEMEN THAT ARE OF CURRENT RESEARCH INTEREST ARE PROSTAGLANDINS (25 MG/ML). /PROSTAGLANDINS/|APART FROM GENERALLY SLOW & SPECIES-DEPENDENT ISOMERIZATION, PGS E & F ARE RATHER STABLE IN BLOOD, BUT THEY ARE RAPIDLY DEGRADED & INACTIVATED BY TISSUE-BOUND ENZYMES; SOME 80-90% OR MORE IS DESTROYED DURING SINGLE PASSAGE THROUGH LIVER OR LUNGS. /PROSTAGLANDINS/|DEG OF BINDING OF PROSTAGLANDINS TO PLASMA PROTEINS APPEARS TO HAVE LITTLE INFLUENCE ON THEIR RATES OF METABOLISM & ELIMINATION. ... CLEARANCE RATES OF (3)H DID NOT CHANGE WHETHER PROSTAGLANDINS WERE ADMIN IN FREE FORM OR BOUND TO RAT PLASMA ALBUMIN. /PROSTAGLANDINS/

...PROSTAGLANDINS ARE RAPIDLY METABOLIZED... /PROSTAGLANDINS/

...THERE IS NO SINGLE PROSTAGLANDIN RECEPTOR. ... IT IS POSSIBLE TO DEMONSTRATE CALCIUM DEPENDENCE OF DIVERSE RESPONSES TO PROSTAGLANDINS & TO OBSERVE ALTERED CALCIUM FLUXES. ...PROSTAGLANDINS MAY EITHER STIMULATE OR INHIBIT ACCUM OF CYCLIC AMP. /PROSTAGLANDINS/|RESPONSES TO PROSTAGLANDIN F2ALPHA SHOW SPECIES VARIATION, BUT VASODILATATION HAS BEEN OBSERVED FOLLOWING INJECTION INTO HUMAN BRACHIAL ARTERY OF PGF2ALPHA... SUPERFICIAL VEINS OF HAND ARE CONTRACTED BY PFG2ALPHA...|PROMPT SUBSIDENCE OF PROGESTERONE OUTPUT & REGRESSION OF CORPUS LUTEUM FOLLOWS PARENTERAL INJECTION OF PROSTAGLANDIN F2ALPHA... THIS EFFECT INTERRUPTS EARLY PREGNANCY, WHICH IS DEPENDENT ON LUTEAL RATHER THAN PLACENTAL PROGESTERONE.|OXYTOCIN & PROSTAGLANDINS AFFECT UTERINE SMOOTH MUSCLES BY DIFFERENT MECHANISMS, & THEIR EFFECTS ARE ADDITIVE. POSSIBLE ADVANTAGES OF THEIR COMBINED USE ARE BEING EXPLORED. /PROSTAGLANDINS/

SINCE DINOPROST IS METABOLIZED RAPIDLY, DISCONTINUATION OF DRUG & SUPPORTIVE THERAPY ARE ADEQUATE TREATMENT...BLOOD TRANSFUSIONS MAY BE REQUIRED /FOR HEMORRHAGE DUE TO RETENTION OF PLACENTA/

INTRADERMAL INJECTION OF.../PROSTAGLANDIN F2ALPHA/ IN MAN CAUSES "WHEAL & FLARE."|SIDE EFFECTS ATTENDING USE OF PROSTAGLANDINS IN SECOND & THIRD TRIMESTER & @ TERM ARE CAUSED BY THEIR STIMULATORY ACTION ON SMOOTH MUSCLE OF ALIMENTARY TRACT, THAT IS, NAUSEA, VOMITING, & DIARRHEA. /PROSTAGLANDINS/|CERVICAL OR LOWER UTERINE LACERATION OR RUPTURE, WITH RETENTION OF PLACENTA & HEMORRHAGE, IS PERHAPS MOST IMPORTANT DANGER WITH USE...FOR 2ND-TRIMESTER ABORTION. ... FEVER, HYPOTENSION & SYNCOPE, HYPERTENSION, HEADACHE, & PAIN & ERYTHEMA @ SITE OF INJECTION OCCUR LESS FREQUENTLY. /DINOPROST TROMETHAMINE/|BRONCHOSPASM...IN...ASTHMATIC PT; GRAND MAL CONVULSIONS...OCCUR...IN PT PRONE TO EPILEPSY. VASOMOTOR REACTIONS, ARRHYTHMIAS, ATRIOVENTRICULAR CONDUCTION DISTURBANCES, HYPERVENTILATION, PARESTHESIAS & HYPERESTHESIAS, CHEST PAIN, HICCUPS, & DYSURIA HAVE BEEN OBSERVED AFTER INTRAUTERINE ADMIN... /DINOPROST TROMETHAMINE/|For more Human Toxicity Excerpts (Complete) data for PROSTAGLANDIN F2ALPHA (6 total), please visit the HSDB record page.

9alpha,11beta PGF2

...SOLN CONTAINING EQUIV OF 5 MG OF PROSTAGLANDIN F2ALPHA PER MILLILITER; IT IS AVAIL IN 4- & 8-ML AMPULS FOR INTRA-AMNIOTIC ADMIN TO INDUCE ABORTION.

...20-CARBON UNSATURATED CARBOXYLIC ACIDS WITH CYCLOPENTANE RING. ...KINSHIP WITH ESSENTIAL FATTY ACIDS... MAIN CLASSES--E, F, A, B, C, & D-DISTINGUISHED BY CONSTITUENTS OF...RING. ...SUBDIVIDED...WITH NUMBER OF DOUBLE BONDS IN SIDE CHAINS. ...INDICATED BY SUBSCRIPT...REFLECTS FATTY ACID PRECURSOR. /PROSTAGLANDINS/|PROSTAGLANDINS OF E & FALPHA SERIES ARE SOMETIMES REFERRED TO AS "PRIMARY PROSTAGLANDINS". ...MOST ABUNDANT (ESP E2 & F2ALPHA)... /PROSTAGLANDINS/|IN VIVO MOST CELLS SEEM CAPABLE OF SYNTHESIZING PROSTAGLANDINS FROM ESSENTIAL FATTY ACID PRECURSORS. ...BELIEVED THAT ENDOGENOUS BIOSYNTHESIS, IN ABSENCE OF ADDED PRECURSOR ACID, DEPENDS ON PHOSPHOLIPASE-CATALYZED RELEASE OF PRECURSOR ACID FROM CELLULAR PHOSPHOLIPID STORES. /PROSTAGLANDINS/|SYNTH OF PRIMARY PROSTAGLANDINS...BY COMPLEX OF MICROSOMAL ENZYMES REFERRED TO AS "PROSTAGLANDIN SYNTHETASE." INITIAL EVENTS...RESULT IN OXYGENATION & CYCLIZATION OF UNESTERIFIED PRECURSOR ACID TO FORM CYCLIC PEROXIDE DERIV. ...ENDOPEROXIDE IS...REDUCED, YIELDING PGFALPHA COMPD. /PROSTAGLANDINS/|MOST PROLIFIC SOURCE OF NATURAL PROSTAGLANDINS IS MARINE ORGANISM CALLED GORGONIAN SEA WHIP, WHICH OCCURS...IN CORAL REEFS, ESP IN CARIBBEAN AREA. HARVESTING OF THESE HAS MADE PRODN...MUCH LESS EXPENSIVE. INTERMEDIATES & CHEM ANALOGS DERIVED FROM THIS NATURAL SOURCE...SYNTONS. /PROSTAGLANDINS/

RADIOIMMUNOASSAY OF PROSTAGLANDIN (DINOPROST) F2ALPHA IS DISCUSSED.

Fatty Acyls [FA] -> Eicosanoids [FA03] -> Prostaglandins [FA0301]